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C a r b o x y l i cA c i d s ( S o l i d s ) 5 6 7
568
Appendix lll Tablesof Derivatives
C a r b o x y l i cA c i d s ( S o l l d s l( c o n t i n u e d l
Carboxylic Acids lSolidsl
Derlvatlve mp ('C)
Derivativemp ("C)
4-Nitrobenzyl
ester
4-Toluidlde
Name of compound
mp ("C)
Z-9-Octadecenoic
acid (oleic acid)
2-Methylpropenicacid (methacrylic
acid)
Ethanoicacid (aceticacid)
Octanoicacid (caprylic acid)
( + )-2-Hydroxypropanoicacid
[(+)-lactic acid]
Propynoicacid (propiolic acid)
E-2-Methyl-2-pentanoicacid
(trans- B-ethyl-a-methylacrylic acid)
l0-Undecenoicacid
(+)-2-Bromopropanoicacid
[( +)-a-Bromopropionic acid]
Undecanoicacid (undecylic
acid; hendecanoicacid)
i
Cyclohexanecarboxylic
acid i
(hexahydrobenzoic
acid)
I
Decanoicacid (capric acid)
Z-I3-Docosenoicacid (erucic acid)
4-Oxopentanoicacid (levulinic
acid: B-acetylpropionicacid)
Z,2-Dimethylpropanoic
acid
(pivalic acid; trimethylaceticacid)
2-Methyl-3-phenylpropanoic
acid
[( + )-c-methylhydrocinnamic
+)-a-benzylpropionic
(
acid;
acidl
l6
l6
43
16
l6
l8
153
70
r07
J-Benzylrhl.
uroPhenylnium
hydrasalts
zide
4-Bromophenacyl
ester
4l
E7
46
l14
57
59
86
67
113
82
ll0
79
9l;46
62
80
76
106
60
Heptadecanoic acid (margaric acid)
6l
Z3-Chloro-2-butenoic
6l
acid
(p-chloroisocrotonic
r36
157
153
87
83
109
r08
ll0
86
105
68
107
t2l
76
r08
acid)
Hexadecanoic acid (palmitic acid)
Chloroethanoic acid (chloroacetic acid)
63
acid (tiglic acid)
64
Z-2-Methyl-2-butenoic
l8
24
mp ('C)
Name of compound
5-Phenylpentanoic acid
4-Nitro'
benzyl
ester
4-Tblu.
ldlde
5-Benzylrht.
uroPhenyl.
nlum
hydrnzide
salts
4Bromophenacyl
ester
63
Cyanoethanoic acid (cyanoacetic acid)
66
a-13-(2-Cyclopentenyl)tridecanoicacid
68
98
t62
7l
100
91
t37
77
t99
89
43
64
l4l
160
lll
lll
t43
I 15
r21
106
(chaulmoogric acid)
25
26
68
t25
67
100
29
80
7l
3l
87
123
68
146
32
34
35
78
78
109
toz
15
t20
133
37
1 3 0 ;I l 6
70
55
67
63
84
3-Methyl-2-butenoic acid
(B,B-dimethylacrylic acid)
t49
Dodecanoic acid (lauric acid)
44
M
Tridecanoicacid (tridecylic acid)
( + )-2-Bromo-3-methylbutanoic
M
acid[(+)-c-bromoisovalericacid]
E'-2-Methyl-2-butenoic
acid (angelicacid) 46
3-Phenylpropanoicacid(hydrocinnamic49
acid; 3-phgnylpropionicacid)
49
2-Bromo-2-methylpropanoic
acid
(c-bromoisobutanoicacid)
Bromoethanoicacid (bromoaceticacid)
50
E-9-Octadecenoic
acid (elaidic
5l
acid; lrons-oleicacid)
4-Phenylbutanoicacid
52
(4-phenylbutyricacid)
Pentadecanoic
acid
52
(pentadecylicacid)
Tetradecanoicacid (myristic acid)
57
TricNoroethanoicacid
58
(trichloroacetic acid)
E-l3-Docosenoicacid (brassidicacid)
59
87
88
76
75
135
93
ll6
t26
9E
36
83
131
acid (a-hydroxyisobutyric
136
8t
98
98
80
143
91
107
t42
t20
100
100
acid (glycolic
Docosanoic acid (behenic acid)
82
2-Benzoylpropanoic
83
acid
(c-benzoylpropionic acid)
Iodoethanoic acid (iodoacetic acid)
84
Dibenzylethanoic
89
acid
acid
Z-Methylbutencdioic
82;
105
148
E-3-Chloro-2-brrtenoic
90
acid
(B-chlorocrotonic
94
L0z
138
lll
146
143
155
95
129
93
l7l (mono)
acid
94
195
1 7 6( d i )
153 (mono)
124
100
7l (di)
165
l87d (di)
l0l
acid)
2-Chlorophenylethanoic
I,3-Pentanedicarboxylic
acid
95
170
139
218 (di)
224(di)
175
acid)
acid
98
6e (di)
r37 (di)
176 (di)
149
l0l
l6l
(glutaric acid)
l0l
100
(phenoxyacetic acid)
3-Carboxy-3-hydroxypentanedioic
103
141
175
(citraconic acid; methylmaleic acid)
84
E4
97
175
(dibenzylacetic acid)
r33
t28
103
165
acid; hydroxyacetic acid)
t57
78
78
133
1 1 n
I t L
acid)
Phenoxyethanoic acid
93
l13
79
67
65
acid)
2-Hydroxy-2-methylpropanoic
9l
94
58
109
92
Didecanoic acid (eicosanic acid;
(2-chlorophenylacetic
9l
89
96
Phenylethanoic acid
(phenylacetic acid)
Z-Benzoylbenzoic
124
109
160
157
77
186
108
78
80
92
96
89
76
72
arachidic
t07
96
ll8
ll8
7I
E-2-Butenoic acid (rrans-crotonic acid)
108
84
108
104
102
t32
136
Octadecanoic acid (stearic acid)
103
Hydroxyethanoic
'76
68
acid
l0O
189 (tri)
199 (tri)
102 (tri)
148(tri)
215 (tri)
207 (di)
l3l; 78
re7 (di)
I 13
124 (di)
87 (mono)
I 13
r79 (di)
t29
r57 (di)
102(mono)
(monohydrate) [2-hydroxy- 1,2,3propanetricarboxylic acid;
139
l4E
citric acid (monohydrate)l
tzJ
Z-Methoxybenzoic acid (o-anisic acid)
l0l
2-Hydroxybutanedioic acid
(r-rnalic acid; hytlroxysuccinic acid)
l0l
t24
ti
#
tti
{t
C a r b o x y l i cA c i d s ( S o l i d s ) 5 6 9
570
Appendix lll Tablesof Derivatives
C a r b o x y l i cA c i d s ( S o l i d s l( c o n t i n u e d l
Carboxylic Acids (Solidsl (continuedl
Derivstlve mp ("C)
Derivative mp ("C)
Name of compound
Ethanedioicacid (dihydrate)
[oxalic acid (dihydrate)]
2-Butylpropanedioicacid
(butylmalonicacid)
acid
3-Phenylpropnnoic
(benzylnceticacid)
Heptanedioicacid (pimelic acid)
mp ("C)
r0r
r0l
4-Toluldlde
Anillde
268 (di)
254 (di)
169 (mono) 149 (mono)
1 9 3( d i )
4-Nltrobenzyl
ester
4-Bromophenacyl
ester
204 (di)
252d
S-BenzylthluroPhenylnlum
hydrazlde
salts
4l9d (di)
219 (mono)
200 (di)
r98
(diethylmalonic
acid
206 (di)
acid
4-Chlorophenylethanoic
( p-chlorophenylaceticacid)
Nonanedioicacid (azelaicacid)
106
190
acid
2-Phenylpropenoic
(2-phenylacrylicacid; atropic acid)
2-Methylbenzoicacid (o-toluic acid)
o- 1,2,2,3-T nmethy IcycIo- hexene-6carboxylicacid (o-campholicacid)
E-2-Chloro-3-phenyl-2-propenoicacid
(crs-a-chloroallocinnamic
acid;
acid)
crs-2-chlorocinnamic
2-Ethylpropanedioicacid
(ethylmalonicacid)
3-Methylbenzoicacid (rn-toluic acid)
2-Bromopropanedioicacid
(bromomalonicacid)
2-Methylbutanedioicacid (methylsuccinicacid; pyrotartaricacid)
acid
2-Phenoxyproponoic
(2-phenoxypropionicacid)
acid
3-Benzoylpropanoic
(B-benzoylpropionicacid)
Z-Hy droxy -2-phenylethanoicacid
(mandelicacid; Z-hydroxy2-phenylaceticacid)
acid
2-Chloro-2,2-diphenylethanoic
(2-chloro-2,2-diphenylacetic
acid)
acid
l -Cyclopentenylcarboxylic
acid
2-Benzylpropanedioic
(benzylmalonicacid)
Benzoic acid
(+)-rrans-Camphenicacid [(t)-trcnsacid]
camphene-camphoric
3,3,3-Trichloro-2-hydroxypropanoic
acid (3,3,3-trichlorolacticacid)
Trichloroethanoic acid
(trichloroacetic acid)
107
156 (di)
109 (mono)
165
r37 (di)
187 (di)
lOE (mono)
134
44 (di)
r3r (di)
t28
t32
142(di)
132
t32
t42
Decanedioic acid (sebacic acid)
133
201(di)
125
9l
E-3-Phenyl-2-propenoic acid
(rrzru-cinnamic acid)
133
168
2-Chloropropanedioic acid
(chloromalonic acid)
( + )-2-Hydroxy-2-phenylethanoic
acid [(t)-mandelic acid;
r33
175(di)
lo8
202 (di)
144
109 i
'
lll
150
175 (di)
95 (mono)
5'l
143
(ci.r-p-chloroallocinnamic
t46
80; 90
134
'15
acid
acid
Z-2-Chloro-3-phenyl-2-propenoic
r22
9l
139
lll
ll8
217(di)
t26
I 15
164
200 (di)
159 (mono)
ll9
116
115
163
72 (di)
147 (di)
l5s
116
t46
100
9r (di)
2-hydroxy-2-phenylacetic
2 1 4( d i )
E7
108
97
l8l (di)
140
165 (mono)
225 (di)
133
140
135
acid)
114
202 (di)
123 (mono)
1 5 3 ;1 0 9
r l8 (di)
172
152
Propanedioic acid (malonic acid)
134
l35d
l-Naphthaleneethanoic
135
160
135
136
(c-naphthylacetic
2-Acetylbenzoic
210 (di)
170 (mono)
148
l?0 (di)
t24
I 13
134
acid
l7l;108
124
253 (di)
230 (di)
156 (mono) 132 (mono)
134
86 (di)
139
143
r70 (di)
I t0,
50 (mono)
l8l
ztl
t47
138
lM
I t2
acid)
acid (aspirin;
90
acetylsalicylic acid)
1,5,5-Trimethylcyclopentene-2-
125:'146
r50
l16
carboxylic acid (p-campholytic
I 19
r72
t52
rz4
I 13
tzl
tztd
t22
t22
r23
158
126
2r7 (di)
3-Phenylpropynoic
(phenylpropiolic
acid
(+)-cil-Camphenic
acid
2-Me(hylpropanedioic
163
165(dt)
89
I 19
130
732 (dt)
168
(methylmalonic
1U
96
r24
164
145
135
137
t42
153
t26
130
lz9
83
168
roz
acid
acid
2t2 (di)
225(di)
111
138
r16
ll8
l38d
228;
214(di)
l45d (mono)
104
r82
acid)
acid)
2-Pyridinecarboxylic
t24
l(X
t17
acid (rrrns-a-chlorocinnamic
225 (di)
tt4
acid)
[( + )-cis-camphenecamphoric acid J
E-2-Chloro-3-phenyl - 2-propenoic
120(di)
135
acid)
2,4-Hexadienoic acid (sorbic acid)
166
l15
8E
ll9
r34
183
acidl
Furoic acid (pyromucic acid)
ll3
I l3d
l4l
l9-5
r87 (di)
198 (mono)
175
2,5-Dimethylbenzoic
106
145
224 Gi)
146 (mono)
t8t
165
153,
170; 190
266 (di)
281 (mono)
t8l
186
76
9l (di)
tn1
acid
acid
Z-Butenedioic acid (maleic acid)
r05
| 65
acid)
2-Benzoylbenzoic
l13
108
t25
125
acid
2,2-Diethylpropanedioic
2,4-Dimethylbenzoic
104
mp fC)
Nnme of compound
2-Hydroxy-3-nirobenzoic
4-Nltrobenzyl
ester
4-Toluldide
S-BenzylrhluroPhenylnlum
hydrasnltt
zirle
4-Bromo.
phenacyl
ester
138
75
'rt1
76
107
t64
t54
(2-picolinic acid)
5-Chloro-2-nitrobenzoic
acid
139
C a r b o x y l i cA c i d s ( S o l i d s ) S 7 1
Carboxylic Acids (Solids) (continuedl
572
Appendix lll Tablesof Derivatives
C a r b o x y l i cA c i d s ( S o l l d s l( c o n t i n u e d l
Derivative mp ('C)
Derivative mp ('C)
S-Benzyl-
mp ("C)
Name of compound
(R,.f)-2,3-Dihydroxybutanedioic
(rneso-tartaric
acid
140
Anlllde
194 (mono)
9J
rhi-
4-Bromophenacyl
ester
uro-
Phenyl-
nium
hydra-
salts
zide
190(di)
acid)
acid
3-Nitrobenzoic
4-Tolu.
idlde
4-Nitrobenzyl
ester
acid
2-Chloro-4-nitrobenzoic
4-Chloro-2-nitrobenzoic acid
Z-3 -Chloro-3 -phenyl-2-propenoic
(traru-B-chlorocinnamic
acid
Octanedioic acid (suberic acid)
2-Aminobenzoic acid
(anthranilic acid)
acid
2,4,5-Trimethoxybenzoic
t25
142
IM
l3l
219 (di)
144
l5l
154
168
l3l
128
l4l
137
I l8
187 (di)
129 (mono)
l3l
106
85 (di)
107
144 (di)
205
172
141
t72
172
ll8
163
acid)
acid
2-Chlorobenzoic
162
l4l
142
t42
t42
142;2QZ
216 (di)
127 (mono)
109
t44
155
185
t46
t2l
t49
149
(asaronic acid)
2-Chlorophenoxyethanoic
(o-chloroplrenoxyacetic
acid
acid)
acid
2-Nitrobenzoic
2-Carboxypheny l-2-oxoethanoic
Diphenylethanoic
acid
t76
r79 (a)
155 (B)
203
155
l?6 (mono)
208 (dD
148
r73
r80
168
148
148 (mono)
152 (di)
I l8 (mono)
154(dD
135 (mono)
acid [phthalonic acid (anhydrous);
2-carbox.yphenyl-2-oxoacetic acidl
ttz
107
146
t46
159
(diphenylacetic acid)
Oxodiethanoic acid
(diglycolic
acid; oxodiacetic acid)
monoamide
149
acid
l/-Phenylethanedioic
(N-Phenyloxalic
228
acid
nronoamide; oxanilic acid)
2-Bromobenzoic acid
Z-Hy droxy -2,2-diphenylethanoic
(benzilic
acid
150
150
190
t4l
175
153
210
198;212
153
189 (rri)
192 (tri)
ll0
100
102
t52
155
207
198
148(tri)
2l5d (td)
l)J
acid; Z-hydroxy -2,2-
diphenylacetic acid)
4-Ni trophenylethano ic acid
( p-nitrophenylacetic
acid)
acid
3-Carboxy-3-hydroxypentanedioic
(anhydrous) [citric acid (anhydrous);
102 (rri)
2-hydroxy1,2,3propanetricarboxyl
ic acidJ
acid
2-Hydroxy-5-methylbenzoic
(5-methylsalicylicacid)
Hexanedioicacid (adipic acid)
3-Bromobenzoic
acid (saticylic acid)
4-Chlorophenoxyethanoic
( p-chlorophenoxyacetic
3-Chlorobenzoic
2-lodobenzoic
acid
acid
154
24t
155
acid
2-Hydroxybenzoic
153
acid
l5E
158
156
241 (di)
153 (mono)
146;136
136
r25
147
t42
178
r85
106
155
163
105
98
t26
140
136
220(di)
130(mono)
155
142
133
t07
ul
ll?
1 4 3 l;l 0
r34
ll0; 184
155
168
148
acid)
158
162
I24
r42
Name of compound
l-Naphthoic acid
acid
2.4-Dichlorobenzoic
acid
4-Nitro-1,2-benzenedicarboxylic
(4-nitrophthalicacid)
acid
2-Methylenebutanedioic
(itaconicacid;
acid)
methylenesuccinic
acid
5-Bromo-2-hydroxybenzoic
(5-bromosalicylicacid)
acid
3,4-Dimethylbenzoic
acid
1,2,3-Propanetricarboxylic
(tricarballylicacid)
acid
2-( +)-Phenylbutanedioic
acid]
[(+)-phenylsuccinic
mp ("c)
162
164
165
4-Nltrobenzyl
esler
4-Toluldide
168
r72
164
1 6 5 ;1 5 3
t92
165
190;
152 (mono)
165
222
166
166
108
252 (hi)
167
acid
2,3-Dihydroxybutanedioic
(a. or r-tartaric acid)
169
acid
2-Hydroxy-3-methylbenzoic
(3-methylsalicylicacid)
acid
3,5-Dinitro-2-hydroxybenzoic
(3,5-dinitrosalicylicacid)
3-Aminobenzoicacid
acid
2-Hydroxy-4-methylbenzoic
8-Bromo-1-naphthoicacid
tl-Methylbenzoicacid (p-toluic acid)
acid
6-Bromo-3-nitrobenzoic
acid
3,4-Dimethoxybenzoic
Iveratricacid (anhydrous)]
acid
N-Benzoyl-2-aminobenzoic
(N-benzoylanthranilic
acid;
acid)
2-benzaminobenzoic
4-Chloro-3-nitrobenzoicacid
2,4-Dinitrobenzoicacid
2-Naph0roicacid
N-Acetyl-2-aninobenzoicacid
(acetylanthranilic
acid)
acid
2-Carboxyphenylethanoic
(homophthalicacid;
acid)
2-carboxyphenylacetic
4-Methoxybenzoicacid (4-anisicacid)
4-Aminobenzoicacid
acid
N-Benzoylaminoethanoic
(hippuric acid; N-benzoylglycine;
N-benzoylaminoacetic
acid)
3-Iodobenzoicacid
169
175 (mono)
t73
l8l
t74
177
178
180
180
l8l
140
l5l
148
166
166;154
l8l
279
r82
t83
185
l8s
l3l
185
186
186
187
187
tr7
192(di)
232
163 (di)
138 (tri)
130
207d (tri)
216,
204 (di)
2l I (di)
I 59,
145 (mono)
196 (di)
172 (mono)
tt2
z0l
175
105
190
lll
165
153
124
180
160
198
164
190
219
t73
t67
158
ztl
156
ZM
195
t't7
228
232
186
2U
197
142
192
205
194
200d
99
164
unonlum
salts
135
222 (di)
175 (mono)
180; 194,
180 (mono)
264 (di)
165
9l
S-Benzylrhi-
4-Bromophenacyl
ester
l7l
132
208
136
t52
200
151
t67
l14
183
t28
186
185
Phenylhydrazide
C a r b o x y l i cA c i d s ( S o l i d s l
573
574
Appendix lll Tablesof Derivatives
C a r b o x y l i cA c i d s ( S o l i d s l ( c o n t i n u e d l
Carboxylic Acids (Solidsl (continuedl
Derlvetive mp ('C)
Derlvetlve mp ("C)
Nsme of compound
mp ('C)
Coumarin-3-carboxylicacid
Butanedioicacid (succinic acid)
187
188
1,2,2-Trimethylcyclopentane1,3-dicarboxylicacid
(a-camphoricacid)
Etlranedioicacid (anhydrous)
Ioxalic acid (anhydrous)]
acid
1,2,3,4-Butanetetracarboxylic
188
acid
2-Chlorobutenedioic
(chlorofumaricacid)
Coumarilicacid (coumarone2-carboxylicacid)
2,Z-Dimethylpropanedioicacid
(dimethylmalonicacid)
l -Hydroxy-Z-naphthoicacid
E- 1,2,3-Propenetricarboxylic
acid (aconiticacid)
4-Ethoxybenzoicacid
acid
E-3-(3-Nitrophenyl)-2-propenoic
(tranr-3-nitrocinnamic acid)
3,4-Dihydroxybenzoicacid
(protocatechuicacid)
3-Hydroxybenzoicacid
acid (mesa2-Methyl-E-butenedioic
conic acid; methylfumaricacid)
(+)-2,3-Dihydroxybutanedioicacid
J1+)-tartaricacidl
4-Bromo-3-nitrobenzoicacid
3,5-Dinitrobenzoicacid
acid
1,2-Benzenedicarboxylic
(phthalicacid)
E-3-(2-Hydroxyphenyl)-2propenoic acid (o-coumaric
acid; tmns-2-hydroxycinnamic acid)
Ethanedioicacid monoamide
(oxamic acid, oxalic acid
monoamide)
E-3-(2-Chlorophenyl)-2-propenoicacid
(trans-2- chlorocinnarnic acid)
2,4-Dihydroxybenzoicacid
(presorcylic acid)
188
189
4-Tolutdlde
Anillde
250
230 (di)
260 (di)
180 (mono) 149 (mono)
196:214
2lO,
196 (mono)
226 (di)
268 (di)
246 (di)
169 (mono) 148 (mono)
tE7
192
186
193
159
88 (di)
4-Bromophenrcyl
ester
2l r (di)
67
154
189 (di)
170 (mono)
112
195
195
198
200
167
200
t63
2r2 (dl)
196 (mono)
2U
236
260 (di)
157 (mono)
192 (dt)
183 (mono)
154
2lo
Nnme of compound
4-Cyanobenzoic acid
4-Hydroxy-2-naphthoic acid
Biphenyl-2,2' -dicarboxylic acid
2-Hydroxy-5-nikobenzoicacid
(5-nitrosalicylicacid)
4-Chloro-l-hydroxy-2-naphthoic
acid
5-Bromo-2-hydroxy-3-methylbenzoicacid (5-bromo-2hydroxy-3-toluicacid)
1,2,3.4-Butanetetracarboxylic
acid
7-Bromo-l-naphthoicacid
3-Pyridinecarboxylicacid
(nicotinicscid)
E-3-(2-Nitrophenyl)-2-propenic
acid (tranr-2-nitrocinnamicacid)
4-Nitrobenzoicacid
4-Chlorobenzoicacid
7-Chloro-l-naphthoicacid
2-Chloroquinoline-4-carboxylic
acid
26e (di)
I l0
174
202
250d (tri)
178
202
196
212
IEE
r57
108
186 (di)
134 (di)
202,
163 (mono)
236 (di)
147 (di)
t76
2M
226(di)
2t9
223
226
229
223
206
(diphenic acid)
159
186 (tri)
acid
3-Hydroxy-2-naphthoic
119
76
mp ("C)
2,1,4,5-Tetrahydroxyhexanedioicacid 2144
(mucic acid: galactaricacid)
4-Hydroxybenzoicacid
215
3-Nitro-1,2-benzenedicarboxylicacid 218
rl-Toluldlde
4-Nltrobenzyl
ester
4-Bromophenacyl
€ster
310
225
2OZ
214 (di)
l9E; 182
190
l9l
166
179
249
t89
230 (di)
176 (mono)
224
187 (di)
Anllide
S-BenzylthluroPhenyl.
nlurn
hydrazlde
sslts
220 (di)
192 (mono)
162
201 (di)
170
176 (di)
222 (mono)
(3-chlorocinchonic
4-Bromobenzoic
234
236
lM
23'l
211
238
150
l8l
tzs
78
168 (di)
2AZ
85;
112:265
169 (di)
247
128
240
241
243
243
2M
2M:192
2r7
194
132
142
185
169
130
t37
176
20r
179;170
z3'l
335; 278
139;180
l4l
134
r85
202
acid)
acid
3,4,5-Trihydroxybenzoic
226 (di)
230
223
218
218
2t2 (di)
193 (mono)
225
acid
253
254d:240d.
197
207
190
24s;189
(gallic acid)
2U
205
208d
20r (di)
165,
150 (mono)
156
234
255 (di)
170 (mono)
r57
155 (di)
r59
153 (di)
r56
r83
220 (di)
149 (mono)
r52
208
2lO
212
t't6
213
r2'l
168
145
(3-nitrophthalic acid)
419(di)
219 (mono)
r8r (di)
310 (tetra)
84
193
201
204
4-Nitrobenzyl
ester
5-BenzylthturoPhenylhydranlum
salts
zide
3,4-Pyridinedicarboxylic
acid
(cinchomeronicacid)
158
26Od
4-Iodobenzoicacid
270
5-Chloro-2-naphthoic
acid
2'lO
l-Chloroanthraquinone-22'12
carboxylicacid
2-Amino-3-phenylpropanoic
acid
273
(p-phenylalanine)
E-3-(4-Nitrophenyl)-2-propenoic
acid
287
(tranr-4-nitrocinnamicacid)
9,10-Anthraquinone-2-carboxylicacid292
9,I0-Anthraquinone-l-carboxylicacid
294
I,4-Benzenedicarboxylic
acid
300
(terephthalicacid)
206(di)
r70,
2t0
203
249
200 (mono)
165 (di)
217
187
317
l4l
147
222
187
260
289
337
140
l9l
204:217
280
280
263
225
t82
Alcohols (Liquidsl (continuedl
Alcohols (Liquidsl
Derivative mp ("C)
Derivativenrp ("C)
Name of compound
Methanol (methyi
alcohol)
Ethanol (ethyl alcohol)
2-Propanol (isopropyl
Phenylbp ("C) urethane
66
78
83
1-NaphthYl- 4-Nitro- 3,5-Dinitro'
benzoate benzoate
urethane
Hydrogen
3-nitrophtltalate
47
124
96
109
153
5?
79
106
57
111
94
t73
158
154
l-Pentanol (pentyl
alcohol; amyl alcohol)
(-'- )-2-Hexanol
2,4-Dimethyl-3 -pentanol
Cyclopentanol
2,3-Dimethyl- 1-butanol
2-Methyl- l -pentanol
2-Ethyl- I -butanol
R R .7 6
alcohol)
2-Methyi-2-propanol
(ren-butyl alcohol)
2-Propen-1-ol (allyl
83
136
l0l
116
t42
97
70
109
to
50
t24
97
100
57
65
80
98
35
26
75
76
146
131
alcohol)
1-Propanol
2-Butanol (sec-butYl
alcohol)
2-Methyl-2-butanol
(tert-pentyl alcohol)
2-Methyl- 1-propanol
(isobutyl alcohol)
2,2-Dimethyl- I -prop anol
(neopentyl alcohol)
( r- )-3-Methyi-2-butanol
3-Pentanol
l-Butanol
(-F)-2-Pentanol(sec-
ro2
4/,
72
108
86
104
113
144
100
l4
t6
l8
t20
68
49
63
l12
7l;95
7l
76
85
69
t7
70;36
t7
118
88
76
101
64
62
183
t27
121
147
103
monomethYl ether)
2-Methyl-3-pentanol
2-Methyl-l-butanol
2-Chloroethanol
(ethylene chlorohydrin)
-r
1 ;-4-Methyl-2-pentanol
3-Methyl-1-butanol
(isoamyl alcohol;
isopentyl alcohol)
3-Methyl-2-butanol
2-Ethoxyethanol (ethYl
cellosolve; ethylene
t20
1,20
t23
r23
r25
t28
t29
131
t32
l3'2
78
66
44
239
113
50
3l
51
t43
57
82
101
88
68
72
68
134
135
t29
5l
56
26
2T
85
70
95
65
62
44
t)
151
158
98
166
t66
141
LLL
(anhyd)
94
(monohyd)
glycol monomethYl
ether)
3-Hexanol
2,2 -Dimethy l - [ -butanol
107
lll
97:'63
72
101
84
11
t36
r37
66
8l
2-Bromoethanol
7,2,2 -Tichloroe thanol
4-Methyl-1-pentanol
3-Methyl- l-pentanol
(-r)-4-Heptanol
l-Hexanol
Cyclohexanol
(-F)-2-Heptanol (secheptyl alcohol)
3-Chloro- 1-propanol
(trimethylene
chlorohydrin)
-+
1 )-cis-2-Methylcyclohexanol
4-Hydroxy4-methyl-2pentanone
(+ ) -t rans -2-Methylcyclo-
amyl alcohol;
sec-pentyl alcohol)
3,3-Dimethyl-2-butanol
2,3-Dimethyl-2-butanol
3-Methyl-3-pentanol
2-Methyl-2-pentanol
2-Methoxyethanol
(methyl cellosolve;
ethylene glycol
Hydrogen
Phenyl- 1-Naphthyl- 4-Nitro- 3,5-Dinitro- 3-nitroName of compound bp ('C) urethane urethane benzoate benzoate phthalate
111
5l
hexanol
Furfuryl alcohol
( -F)-4-Methyl- I -hexanol
-t
1 )-cis-3-Methylcyclohexanol
-r
1 )-cis-4-Methylcyclohexanol
7'r ) - t rans -4-Methylcyclohexanol
7'r )- t rarc -3-Methylcyclohexanol
2-Butoxyethanol
1-Heptanol
1,3-Dichloro-2-propanol
Tetrahydrofurfiuryl
alcohol
1-r)-2-Ocranol
Cyclohexylmethanol
2,3-Dichloro- 1-propanol
2-Ethyl- I -hexanol
1,2-Propanediol
(propylene glycol)
r38
r39
140
t4l
145
148
t49
150
151
153
154
156
159
160
160
46
95
133
29
76
87
48
42
82
68
ll
46
61
99
118
40
155;40
62
54
39
38
115
52
5l
52
85
t42
72.
38
64
61
ll3
49
77
76
6i
86
120
7l
40; 58
80
62
35
r29
50
161d
38
76
165
94
155
166
56
99
48
55
105
155
r7z
r74
45
76
8l
t74
88
130
50
r29
65
92
t74
119
160
94
134
174
125
160
67
140
175
94
122
58
98
176
176
t76
178
62
68
73
61
62
ll5
90
tt4
r82
183
184
187
t5
34
153
64
110
93
61
l5l
145
r47
t77
140
174
160
115
167
179
136
r49
48
t7r
t27
r29
48
84
32
96
38
r 08
r77
t47
Alcohols (Liquids) 513
Alcohols (Liquids)(continued)
Tables of Derivatives
Derivativemp ("C)
Name of compound
3 ,5,5-Trimethyl1-hexanol
2-(2-Methoxyethoxy)ethanol
1-Octanol
1,2-Ethanediol
(ethylene glycol)
Phenyl- 1-Naphthyl- 4-Nitro- 3,5-Dinitrobp ('C) urethane urethane benzoate benzoate
62
193
92
194
195
r97
74
157
67
176
i+-)-2-Nonanol
3,7-Dimethyl- l ,6octadien-3-ol
(linalool)
198
r99
66
56
53
1-Phenylethanol
Benzyl alcohol
( +)- 1,3-Butanediol
[( + )- 1,3-butylene
glycoll
203
205
208
94
78
123
106
134
r84
1-r)-2-Decanol
1-Nonanol
(-)-5-Methyl-2-
2tI
zr5
2t6
69
t12
69
65
t28
141
70
43
135
43
86
95
li3
M
52
153
t28
183
t25
(1-methylethyl)-
1,7,7-Trimethyl-exohydroxybicyclo
[2.2.1]heptane
(isoborneol)
3-Methylbenzyl alcohol
(a-hydroxy-3-xylene)
2-Methylbenzyl alcohol
(a-hydroxy-o-xylene)
I -Phenyl- 1-propanol
2,3-Dibromo- I -propanol
1,3-Dibromo-2-propanol
2-Phenylethyl alcohol
a-Terpineol
l-Tetradecanol
(Myristic alcohol)
E-3,7-Dimethylocta-2,6dien- l-ol
1-Decanol
1,4-Butanediol (tetramethylene glycol)
3-Phenyl- 1-propanol
(hydrocinnamyl
elcnhol)
2r6
t37
t64
216
2t7
219
219
2t9d
2t9d
2t9
221
221
t16
79
u3
119
152
229
23r
235
60
183
237
48
164;178
129
138
89
111
130
101
r02
84
81
79
119
73
199
Derivative mp ('C)
Name of compound
60
60
78
62
139:97
5l
108
79
67
123
35
63
rr7
30
175
63
r23
47
92
123
PhenYl'
bp ("C) urethane
1-Naphthyl- 4-Nitro- 3,5-Dinitrourethane benzoate benzoate
Hydrogen
3-nitroPhthalate
1.5-Pentanediol
(pentamethylene
glycol)
239
176
r47
105
1-Undecanol
(l-hendecanol)
243
62
73
100;30
55
Di-Z-hydroxyethyl ether
(diethylene glycol)
244
149; 122
150
2-Phenoxyethanol
E-3-Phenyl-2-propenl-ol (trans-cinnamyl
245
257
114
105;74
rzl
n3
9l
l5l;
100(di)
63
78
259
74
80
45
60
t24
259
93
290d
180
192
188
76
297
310
333
140
136
89
7I
54
l4l
122
alcohol)
1-Dodecanol (lauryl
alcohol)
4-Methoxybenzyl
alcohol (p-anisyl
alcohol)
1,2,3-Propanetriol
(glycerol; 1,2,3trihydroxypropane)
cyclohexanol
[(-)-menthol]
1,3-Propanediol
(trimethylene glycol)
A l c o h o l s ( L i q u i d s l( c o n t i n u e d l
150
92
62
r69
66
62
Hydrogen
3-nitrophthalate
Benzhydrol
1-Heptadecanol
E-Octa-9-decen- 1-ol
(elaidyl alcohol)
57
t23
94
r22
Alcohols (Solids) 515
Alcohols (Solids)
Tables of Derivatives
Derivative mp ('C)
Hydrogen
Phenyl- l.-Naphthyl- 4-Nitro- 3,S-Dinitro- 3-nitroName of compound
mp ('C)
1-Undecanol
l-Phenyl-1-butanol
16
1,2,3-Propanetriol
(glycerol;1,2,3trihydroxypropane)
2.2,2-Tnctioroethanol
1,4-Butanediol
(tetramethylene
glycol)
l-Phenylethanol
1+-1-E-2-Methylcyclohexanol
l-Dodecanol(lauryl
18
urethane
62
urethane
benzoate
benzoate
180
73
99
192
30: 100
58
188
76
19
87
120
71
142
19
183
r9 8
r75
20
21
92
105
106
155
43
65
l6
25
't4
80
55
Name of compound
l-Octadecanol(stearyl
alcohol)
Diphenylmethanol
(benzhydrol)
lO-Nonadecanol
60
124
160
25
82
r29
52
113
25
116
101
116
142
(ten-butyl alcohol)
4-Methoxybenzyl
alcohol (p-anisyl
25
93
3L
31
33
79
94
alcohol)
2,4-Hcxadicn-l-ol
l-Tridecanol
E-3-Phenyl2-properl-ol (tronj-chnamyl
alcohol)
q-Tqpineol
z-ucra-v-gecen-l-ol
(elaidyl alcohol)
l-Tetradecanol (myrislyl
alcohol)
z-Metbylbenzylalcohol
(o-hydroxy-2-xylene)
(-)-5-Mcthyl-2( I -methylethyl)cyclohexaaol
[(-)-nenthol]
l-Pentadccanol
(1)-a-hopylbenzyl
alcohol
l-Hexadecarol(cetyl
alcohol)
2,2-Dimethyl-l-propanol
(lcopcntyl alcohol)
l-Heptadecanol
2-Butyne-1,,tdiol
+Methylbenzyl alcohol
(a-hvdroxv-zl-xvlene)
85
37
18
124
9l
Ll4
l2l
35
it
)t
tl
39
74
82
39
79
44
112
LZE
62
44
49
72
72
99
46
58
50
73
82
58
66
122
53
144
100
54
55
60
54
122
l9l
llE
122
132
79
78
51
67
124
101
E9
r53
121
Hydrogen
Phenyl- 1-Naphthyl- 4-Nitro- 3,S-Dinitro- 3-nitromp ('C) urethane urethane benzoate benzoate phthalate
60
80
89
64
66
69
140
139
132
142
85
96
54
r37
165
r40
r23
(-)-Cholesterol
148
(+)-l'7'?-Tiimethyl212
endo-3-hydroxybicyclofZ.2.I ] heptane
[(+)-borneol]
(-)-1,7,7-Trimethyl2.lZ
endo-3-hydroxyI ]-heptane
bicyclo[2.2.
[(-)-borneol]
168
160;176
193
153
(myricyl alcohol)
(+)-Benzoin
45
2-Methyl-2-propanol
Derivntive mp ('C)
123
95
115
alcohol)
Cyclohexanol
Alcohols (Solidsl (continuedl
phthalate
138
127
L37
I 19
154
154
A l d e h y d e s ( L i q u i d s ) 5 ' t B A p p e n d i x l l l T a b l e so f D e r i v a t i v e s
Aldehydes (Liquidsl (continued)
Aldehydes lLiquids)
Derivativemp ("C)
Derivative mp ("C)
Semicarbazone
2,+Dinitrophenylhydrazone
4-Nitrophenylhydrazone
21
50
50
169
163
89; 154
270
167
147;169
155
328
182
129
lz5
3ll
Propenal (acrolein)
2-Methylpropanal
(isobutyraldehyde)
52
64
l7l
t26
r65
187
2-Methyl-2-propenal
(a-methylacrolein)
Butana[ (butyraldehyde)
74
198
206
75
75
106;96
190
125
210
Name of comporrnd
Methanal (formaldehyde)
Ethanal (acetaldehyde)
Propanal (propionaldehyde)
Ethanedial (glyoxal)
2,2-Dimethylpropanal
(pivalaldehyde;
bp ("C)
-2r
l5l
Phenylhydrazone
t45
03;99
180
Oxime
47
40
178
52
Dimedon
l9l
l4l
156
228 (di)
186 (mono)
192
154
Methoxyethanal
(methoxyacetaldehYde)
92
3-Methylbutanal
(isovaleraldehyde)
93
107;132
2-Methylbutanal
( a-Methylbu tyraldehYde)
Trichloroethanal (chloral)
93
105
2-Butenai (crotonaldehyde)
Pentanal (valeraldehyde)
r03
95
I 19
98
90d
200
104
106
r25
I 15
r23
lll
142;134
95
4l
l3l
196
107;98
ll7
l3l
186
74
LL4
185
195;'166
t02
184
103
ll7
99
134;95
tzl
t25
rz7
99
131
135
180
l0E
223
107
186
2-Methyl-2-pentenal
(3 -ethyl-2- methylacrolein)
t37
20'l
159
5-Methylhexanal
3-Furaldehyde
Tetrahydrofurfural
I -Cyclopentenylmethanal
( I -cyclopentenylformaldehYde)
tM
tM
145
146
rrl
ztl
166
208
ll7
2-Hexenal
Heptanal (heptaldehyde)
2-Furancarboxaldehyde (fu rfu ral)
150
156
162
176
109
203
2-Ethylbutanal
( o-ethylbutyraldehYde)
4-Methylpentanal
2-Pentenal
Hcxanal (caproaldehyde)
3-Methyl-2-butenal
(3-methylcrotonaldehYde)
49
162
t76
t72
2-Ethylhexanal
(a-ethylcaproaldehyde)
4-Cyclohexene- I -carboxaldehyde
163
254d
t2l
165
t54
Nnme of compound
( 1,2,3,6-tetrahydrobenzaldehyde)
Butanedial (succinaldehyde)
56
56
ll9
52
184
105
t02
5-Methylfurfural
187
Pentanedial (glutaraldehyde)
Nonanal (pelargonaldehyde)
189
190
194
49
123
188
139
73
54;154
98
57
92',76
222:235
2rl
280
106;96
1 3 5 ;1 0 3
l62d
Dimedon
9l
163
76
80
t72
60
90
ll4
147
90
158
63
l17;86
63
35; t30
195
148
86
165
r25
237
2t2
202
212
205
192:
236;262
130
151
63;102
1 1 2( s y n )
52 (anti)
178
64
103
228
143
63
2Ll
r69
100
100;84
156;163 l 2 l ; l l 0
23r
Oxime
t97
3-Methylbenzaldehyde
(nr-tolualdehyde)
199
213;224 212;194
157
84; 9l
60
t7z
2-Methylbenzaldehyde
(o-tolualdehyde)
200
208:218
195
222
l0l: lll
49
t67
4-Methylbenzaldehyde
(p-tolualdehyde)
(+)-Citronellal
205
221;234
239
201
Il4; l2l
207
209
214
2r4
2l5d
78
84
104
102
256
230
230;146 209;214
145
Phenoxyethanal
(phenoxyacetaldehyde)
134;204
l0r
153
Phenylhydrazone
2-Hydroxybenzaldehyde
(salicylaldehyde)
3-Chlorobenzaldehyde
2-Chlorobenzaldehyde
5l
150
108
230;
212;185
2-Fluorobenzaldehyde
Benzaldehyde
Decanal (capraldehyde)
60
r't3
113
t75
r75
r79
3-Fluorobenzaldehyde
4-Fluorobenzaldehyde
Phenylethanal
(phenylacetaldehyde)
78;108
t23
80
170
t'l I
4-Nitrophenylhydrazone
r55
lzl
l14
l16
2-Methylpentanal
( c-methylvaleraldehyde)
I -Cyclohexanecarboxaldehyde
(hexahydroben zaldehyde)
2-Ethylpentenal
(2-ethyl-3-propylacrolein)
trimethylacetaldehyde)
Ethoxyethanal
(ethoxyacetaldehyde)
5 - Hydrox y me thylfurfural
bp ('c)
Semicarbazone
Octanal (caprylaldehyde)
74
2,4-Dinltrophenylhydrezone
252d
216
238:249
134
86
86
l2'l
80;ll0
69
7l
76;103
95
I l0 (a)
t46 (B)
164
97
4-Chlorobenzaldehyde
216
233
2-Pyrrolecarboxaldehyde
219
224
184
t27
r49
183
t23
E-3,7-Dimethylocta-2,6-dien-I -al
(geranial; citral)
729
164
l 16
195
3-Methoxybenzaldehyde
(nr-anisaldehyde)
230
233d
2t8
l7l
76
40; ll2
2-Bromobenzaldehyde
230
236
214
205
203
256
240
220
141
102
72
3-Phenylpropanal
(hydrocin namaldehyde)
3-Bromobenzaldehyde
270',254 239;220
139
79
92
205d
nluvilyuE!
lLrquluS,
{,lv
A l d e h y d e s ( L i q u i d s )( c o n t i n u e d l
Derlvatlve mp ('C)
Semicarbazone
2,4-Dlnitrophenylhydrazone
4-Nitrophenylhydrazone
Phenylhydrazone
129
Nameof compound
bp ('C)
2-(l-Methylethyl)benzaldehyde
236
ztt
z4s
190
238
246
106
zrsd
106
253
90
205
248
210
254d
161
248
249
219
252
2r5
(cumaldehyde;
p-isopropylbenzaldehyde)
Dodecanal (lauraldehyde)
Z-Methoxybenzaldehyde
(o-anisaldehyde)
4-Methoxybenzaldehyde
( p-anisaldehyde)
3,4-Dictrlorobenzaldehyde
4-Ethoxybenzaldehyde
(salicylaldehydeethyl ether)
E-3-Phenyl-2-propenal
(rrans-cinnamaldehyde)
4-Ethoxybenzaldehyde
3,4-Methylenedioxybenzaldehyde
(piperonal)
3,4-Dimethoxybenzaldehyde
(veratraldehyde)
l-Naphthaldehyde
Diphenylethanal
(diphenylacetaldehyde)
2s5
208
263
237
285
177 '
292
316
22t
t62
195
52: ttt
78
92
l2l
277
2s5d
Oxlme
45
Dimedon
tzl
188
145 (a)
65 ( a')
133(p)
1,22
59
168
139(p)
2r9; L6r
65 (c)
157(syn)
I l8 (anti)
266d
200
t2t
265
254
106
234
80
llZ
146
95
98
120 (a)
106(p)
l?8; 193
5 2 0 A p p e n d i x l l l T a b l e so f D e r i v a t i v e s
A l d e h y d e s( S o l i d s ) 5 2 1
Aldehydes (Solidsl
Aldehydes
(Solidsl (continued)
Derivatlve mp ("C)
Name of compound
mp ("c)
Semlcnrbazone
2,4-Dinltrophenylhydrazone
4-NitrophenYlhydrazone
238:249
216
2-Chlorobenzaldehyde
3-Chlorobenzaldehyde
2,3,5,6-TetramethylbenzaldehYde
2-Ethoxybenzaldehyde
(salicylaldehydeethyl ether)
1l
18
z0
22
730; 146
230
270d
219
209:'214
256
2-Bromobenzaldehyde
Tetradecanal(myristaldehYde)
22
24
25
34
34
34
36
37
37
2t4
107
107
109
221
1 5 6 ;1 6 3
r 9 5 ;1 6 6
206
237
230
108
107
108
254
1 2 1 l; l 0
iS+
240
95
95
97
224;234
l5l
185
Z66d
ZOO
38
38
38
40
41
M
44
44
2l5d
145
ll9
247
2t4d
256
253
ZO5
ll0
250
206
265;250
l0l
220
2r5
196
4-Chlorobenzaldehyde
44
45
48
243
106
233
2-Pyrrolecarboxaldehyde
4-Chloro-2-hydroxybenzaldehyde
)J
Pentadecanal
Hexadecanal(palmitaldehyde)
1-Naphthaldehyde
Phenylethanal(phenylacetaldehyde)
-5-Hydroxymethylfurfu ral
2-Iodobenzaldehyde
3,4-Methylenedioxybenzaldehyde
(piperonal)
2-Methoxybenzaldehyde(o-anisaldehyde)
Phenoxyethanal(phenoxyacetaldehyde)
Octadecanal(stearaldehyde)
2-Aminobenzaldehyde
4-(N,N-Diethylamino)benzaldehyde
2-Nitrobenzaldehyde
3,4-Dichlorobenzaldehyde
3,3-Diphenyl-2-propenal
(B-phenylcinnamaldehyde)
2,4,5-Trimethylbenzaldehyde
l)odecanal (lauraldehyde)
50
PhenYlhYdrazone
86
135
80
63;102
141
79
106
86
263
277
22t
103
156
Oxlme
76; 103
7l; 118
t25
59
l02
84
86
88
90;98
103
7 8 ;1 0 8
108
llZ;146
92
95
89
135
93
1 0 3 ;1 5 4
122
Dimedon
za5
r65
1 7 8 ;1 9 3
188
90
239t220
183
257
262
184
at1
t a?
L L I
r39
Quinoline-4-carboxaldehyde
2-(2-Furyl)propenal [2-(2-furyl) acrolein]
2,3-Dimethoxybenzaldehyde
(veratraldehyde)
220
23r
3-Chloro-2-hydroxybenzaldehyde
(3-chlorosalicylaldehYde)
Isoquinoline-I -carboxaldehYde
2-Hydroxy-5-methylbenzaldehyde
(5-methylsalicylaldehyde)
Trichloroethanal hydrate (chloral hydrate;
trichloroacetaldehydehydrate)
56
243
56
56
197
57
90
l3l
4-Promobenzaldehyde
57
229
128 257
208
I 13
58
226
246
Z93d
212
747
155
lz4
l??
138
Z64d
78
I l0 (a)
t46 (p)
r64
155
182
lll
99
168
tat
t49
105
56
1 5 7( s y n )
I I I (anti)
62
122
198
mp ("C)
3,4-Di methoxybenzaldehyde
(veratraldehyde)
58
2,5-Dichlorobenzaldehyde
2-Phenanthraldehyde
4-Phenylbenzaldehyde
3-Methoxy- I -naphthaldehyde
58
60
60
60
61
65
66
71
7t
72
74
76
78
78
80
8l
Quinoline-2-carboxaldehyde
2,4-Dichlorobenzaldehyde
4-Aminobenzaldehyde
4-(N,lV-Dimethylamino)benzaldehyde
Quinoline-6-carboxaldehyde
3,4,5-Trimethoxybenzaldehyde
4-Iodobenzaldehyde
3-Phenanthraldehyde
4-Hydroxy-3-methoxybenzaldehyde
(vanillin)
2-Hydroxy- l -naphthaldehyde
Semicsrbazone
111
hydrazone
4-Nitrophenylhydrazone
Phenylhydrazone
105
282
243
200
245
239
189
270
r97
230
204
226
246
225:250
256
182
156
148
I85
246
153;173
222
325;237
239
220
224
25''t
275
229;24od
27rd
206d;2LB
107
228
105
145
r22
242
l5'l
180
9l
9t
254
2I7d
Quinoli ne-8-carboxaldehyde
2,3-Di phenyl-2-propenal
(c-phenylcinnamaldehyde)
3,5-Dichloro-2-hydroxybenzaldehyde
(3,5-dichlorosalicylaldehyde)
95
95
239
195
176
126;l4l
96
227
153
Benzaldehyde-2-carboxylicacid
(o-formylbenzoic acid;
phthalaldehydeacid)
3 -Hydroxy-2-naphthaldehyde
5-Ciloro-2-hydroxybenzaldehyde
9-Phenanthraldehyde
9-Anthraldehyde
4-Nitrobenzaldehyde
99
202
100
100
l0l
105
106
>2'lo
287
223
219
22r
5-B romo-2-hydroxybenzaldehyde
3-Hydroxybenzaldehyde
2,3-Dihydroxybenzaldehyde
2-Chloro-5-hydroxybenzaldehyde
2-Ethoxy- I -naphthaldehyde
4-Hydroxyben2aldehyde
106
108
108
rt2
l 15
Il7
t28
175
150
toz
156
ttz
104
188
136
t24
185
l9l
84
l2l
3,4,5-TricNorobenzaldehyde
2-Phenyl-2-oxoe(hanal(phenylglyoxal)
342d
310
147
152(di)
Dimedon
ttJ
202
201
240
296
Oxime
t2r
265
82
89
1,3-Benzenedicarboxaldehyde
(isophthalaldehyde)
r27
106
270;254
Name of compound
2-Naphthaldehyde
3,5-Dichlorobenzaldehyde
5-Methoxy- I -naphthaldehyde
173
53
54
54
3-Iodobenzaldehyde
3-Nitrobenzaldehyde
Derlvatlve mp ("C)
2,4-Dlnitrophenyl-
198
129(o)
168(di)
ll5
166
196
r20
248
t52
207
159
207d
t28
t57
187
133
l3l; 147
126
90
265
320d
297
292
r99
260d
226
236
2t5
224;28O 280d;260
249
222
r61
251
266
190(anti)
184(syn)
147
9l
1 7 8 ;1 8 4
72; lr2
190
Ketones (Liquids)
609
6 1 0 A p p e n d i x l l l T a b l s so f D e r i v a t i v e s
K e t o n e s( L i q u i d s () c o n t i n u e d l
K e t o n e s( L i q u i d s l
Derivative mp ('C)
Name of compound
Propanone(acetone)
2-Butanone (ethyl methyl ketone)
3-Butyn-2-one (ethynyl methyl ketone)
2,3-Butanedione(biacetyl)
3-Methyl-2-butanone (isopropyl methyl ketone)
2-Pentanone(rnethyl propyl ketone)
3-Pentanone(diethyl ketone)
3,3-Dimethyl-2-butanone (pinacolone;
t e11-butyl methyl ketone)
l -Methoxy-2-propanone (methoxymethyl
methyl ketone)
3-Benzoylpropanoicacid
3-Methyl-2-pentanone (sec-butyl methyl ketone)
4-Methyl-2-pentanone (isobutyl methyl ketone)
I -Chloro-2-propanone (chloroacetone)
2,4-Dimethyl-3-pentanone(diisopropyl ketone)
3-Hexanone (ethyl propyl ketone)
2-l{exanone (butyl methyl ketone)
4-Methyl-3-penten-2-one (mesityl oxide)
bp ("C)
56
80
86
88
94
L02
r02
106
Semicarbazene
190
146
235 (mono)
278 (di)
tt4
tt2
r39
158
il5
I 16
ll8
r 19
ll9
125
125
lz9
130
l8l
95
135
l64d
160;149
ll3
r22
164(a)
2,4-Dlnitrophenylhydrazone
4-Nitrophenylhydrazone
r28
tr7
t52
r29
l8l
315 (di)
143
230(mono)
r20
IM
156
t25
109
l17
t44
139
161
lll
r9l
7l
95
r25
98; 107
130
110
?,03
Derivatlve mp ('C)
2,4-DtPhenylhydrazone
42
134(mono)
245 (di)
79
83
2,4-Pentanedione(acetylacetone)
l3l
t32
135
2t0
102
t32
136
136
136
136
t36
138
139
135
208
l3't
t52
119
201
107
3 -Hydroxy-3-methyl-2-butanone
o-3 -Methylcyclopentanone
140
t43
165
5-Methyl-2-hexanone (isopenryl methyl ketone)
4-Heptanone (dipropyl kelone)
l-Hydroxy-2-propanone (hydroxyacetone; acetol)
3-Hydroxy-2-butanone (acetoin)
z-Heptanone (methyl pentyl ketone; amyl methyl
ketone)
Cyclohexanone
Ethyl 2-oxopropanoate(ethyl pyruvate)
2-Methyl-3 -cyclopentenone
tM
t45
146
148
151
t43
133
196
t85; ?02
t27
155
155
t6l
t67
706
220
146
108
2-Oxopropanoic acid (pyruvic acid)
2-Methylcyclohexanone
(diacetonealcohol)
4-Hydroxy-4-methyl-2-pentanone
74 (mo 2,6-Dimethyl-4-heptanone(diisobutyl ketone)
246, 3-Methylcyclohexanone
234 (( Z,2-Dinrethylcyclohexanone
Methyl 3-oxobutanoate(methyl acetoacetate)
58 6-Methyl-2-heptanone(isohexyl methyl ketone)
69 4-Methylcyclohexanone
79 1r-1-2,5-Dimethylcyclohexanone
34
88
134
142
t54
55
Name of compound
59
58
r34(p)
Cyclopentanone
5-Hexen-2-one (allyl acetone)
2,2,4-Trimethyl-3-pentanone(rer-butyl
isopropyl ketone)
l-Bromo-2-propanone (bromoacetone)
Methyl 2-oxopropanoate (methyl pyruvate)
4-Methyl-3-hexanone (sec-butyl ethyl ketone)
4-Methyl-2-hexanone(ethyl isobutyl ketone)
2-Methyl-3-hexanone (isopropyl propyl ketone)
3-Methyl-l -penten-4-one
Oxin
49
49 ff
57
bp ("C)
165
166
166
168
170
170
170
l?l
l'll
173
187
78
75
97
76
122(mono)
209 (di)
149(r
209
8'l
92 (a
69 (tr
l6)
95
'15
t29
318
89
r73
t62
155
t47
'13
103
243d
207
7l
91
127
222
197
126
180; l9l
201
152
l-54
2O3
122 (a)
173
173
174
175
176
179
180
l8l
182
183
187
190
2-Nonanone(methyl octyl ketone)
Fenchone
Methyl 4-oxopentanoate(methyl levulinate)
Cyclooctanone
4-Fluoroacetophenone
( -r-)-2-Ethyl-5-methylcyclohexanone
194
194
196
196
196
197
197
120
184
144
167
219
I8I
t59 (c)
198
186: 221
199
20O
705
206
209
709
209
214
215
216
216
133
220
203
150
189
180
124
l9l
19l;200
200
2lO
l-Acetyl-4-methylcyclohexanone
nitrophenyl-
4-Nitrophenyl-
hydrazone
hydrazon€
218
137
159: 203
92:66
155
142
I 19
'17
220
132
209
134
t29
58
22O
93
186
86
144
60
Phenylhydrazone
Oxinre
41
58
2tQ
43
I19
39
lll
r73(B)
2-Octanone (hexyl methyl ketone)
2-Acetylturan (2-furyl methyl ketone)
o-2,5-Dimethylcyclohexanone
Acetoxyacetone
ci"r-2,4-Dimethylcyclohexanone
2,2,6-Trimethylcyclohexanone
Cyclohexyl methyl ketone
Ethyl 3-oxobutanoate(ethyl acetoacetate)
Cycloheptanone
cds-3,5-Dimethylcyclohexanone
5-Nonanone(dibutyl ketone)
2,5-Dimethylcyclohexen-3-one
2,S-Hexanedione(acetonylacetone)
194
144
36
Seml'
carbnzone
123
150
177
145
200
2O9
177
133
163
203
90
165
185 (mono)
224 (di)
104
98
99
l4l
140
93
148
r54
2t8
137
60
23
l4
4l
257 (di)
56
140
142
163
235
2r2 (di);
l15
r20(di)
136
1 0 5 ;9 6
93;169
1 3 7( d i )
167
80
80
59
r7s(p)
2,6-Dimethyl-2,5-heptadiene-4-one
(phorone; diisopropylideneacetone)
2-prooylcyclohexanone
t-Acetylcyclohexene
Acetophenone (methyl phenyl ketone)
Ethyl 4-oxopentanoate(ethyl levulinate)
r-Menthone
1,5-Dimethylcyclohexen-3-one
2-Decanone (metltyl octyl ketone)
2-Acetylthiophene (methyl 2-thienyl ketone)
(isophorone)
1,5,5-Trimethylcyclohexen-3-one
l-Phenyl-2-propanone (benzyl methyl ketone)
7-pl"llnrlacetophenone(methyl o-tolyl ketone)
48
I l8
250
102
146
185
t57
105
104
53
78
68
59
60
59
74
l8l
130
156
159
145
96
68
87
8l
80
't0
6l
K e t o n e s( S o l i d s ) 6 1 3
K e t o n e s( L i q u i d s ) 6 1 1
Ketones (Solids)
K e t o n e s ( L i q u i d s f( c o n t i n u e d )
Derivative mp ("C)
DeriYative mp ("C)
Semicarbazone
2,4-Dinitrophenylhydrazone
Name of compound
bp ("C)
Propyl Z-pyridyl ketone
2-Hydroxyacetophenone(2-acetylphenol)
l-Phenyl-l-propanone(ethyl phenyl ketone;
propiophenone)
Methyl 3-pyridyl ketone
3-Methylacetophenone(methyl m-Lolyl ketone)
2-Methyl- l -phenyl- l -propanone (isopropyl
phenyl ketone; isobutyrophenone)
2,2-Dimethyl- I -phenyl- I -propanone (rerr-butyl
phenyl ketone; pivalophenone)
l-Phenyl-2-butanone(benzyl ethyl ketone)
4-Methylacetophenone(methyl p-tolyl ketone)
3 -Chloroacetophenone
2r8
2t8
220
2t0
174
213
l9l
220
220
222
203
18t
207
r63
224
150
r95
226
226
?28
228
229
230
1 3 5 ;1 4 6
205
232
123
1 6 0 ;1 7 9
142; 163
140
260
2-Undecanone(2-hendecanone;methyl nonyl ketone)
2-Chjoroacetophenone
Carvone
l-Phenyl-l-butanone (phenyl propyl ketone;
butyrophenone)
2,4-Dimethylacetophenone
4-Phenyl-2-butonone(methyl B-phenylethyl
ketone)
3-Methyl-l-phenyl-l-butsnone(isobutyl phenyl
ketone; isovalerophenone)
4-Ctrloroacetophenone
4-Nitrophenylhydrazone
Phenylhydrazone
t47
82
ll0
147
t37
63
206
193
230
l9l
235
235
187
142
128
236
zto
240
236
zVi
231
IJ
198
176
9l
2t5
t75
97
r76
Ir0
200
190
239
ll4
160; 146
3,5-Dimethylacetophenone
3-Methoxyacetophenone
l-Phenyl- l -pentanone(butyl phenyl ketone;
valerophenone)
2-Methoxyacetophenone(o-acetylanisole)
3-Acetylpropanoic acid (levulinic acid)
2,4,5-Trimethylacetophenone
237
240
242
196
166
l-Phenyl-l-pentanone (butyl phenyl ketone;
valerophenone)
5-Isopropyl-2-methylacetophenone(2-acetyl-p-
245
246
247
248
183
187
204
166
250
147
142
cymene)
Diethyl 3-oxopentanedioate
250
94
86
(ethyl acetonedicarboxylate)
3,4-Dimethylacetophenone
Propyl 3-pyridyl ketone
2-Aminoacetophenone
a-Tetralone
4-Methoxy acetophenone
251
252
252
257
258
234
170
290
226
198
180
189
t66
t62
t62
206
175
l14
l0E
166
t62
r62
Name of compound
Oxirn 2-4nlnoacetophenone
46 Acetophenone (methyl phenyl ketone)
119 2-Chloroacetophenone
54 l-Phenyl-l-hexanone (pentyl phenyl ketonet
amyl phenyl ketone)
113 l-Phenyl-2-propanone (benzyl methyl ketone;
phenylacetone)
57
61. 9 2-Nitroacetophenone
2,6-Dimethyl-2,5-heptadiene-4-one(phorone)
167 4-Methylacetophenone
2-Hydroxyacetophenone(o-acetylphenol)
2,6-Dimethyl-2,5-heptadiene-4-one
(phorone; diisopropylideneacetone)
88
36 Z-Tridecanone(methyl undecyl ketone)
45 zl-Cyclohexylcyclohexanone
2-Acetylfuran (2-furyl methyl ketone)
3-Acetylpropanoic acid (levulinic acid)
Methyl l-naphthyl ketone (o-acetylnaplrthalene)
1,3-Diphenyl-2-propanone(dibenzyl ketone;
1,3-diphenylacetone)
2,2,6,6-Tetramethyl4-piperidone
-(4-Chlorophenyl)I -propanone
64 I
(p-chloropropiophenone)
87
4-Methoxyacetophenone
76 Furfuralacetone
Propiopiperone (3,4-methylenedioxypropiophenone)
113
72 @
57 (p
94
50
95 2-Hydroxybenzophenone
4,4-Dimethylcyclohexanone
l 1 4 Benzylidenepropane
4-Phenyl-3-buten-2-one(benzalacetone)
52 I -[ndanone (a-hydrindone)
2,4-Dichloroacetophenone
I -(3-Aminophenyl)- I -propanone
(rr- aminopropiophenone)
4-Phenyl-3-buten-2-one(methyl styryl ketone)
2-Isopropyl-5-methyl-1,4-benzoquinone
(thymoquinone)
92 1,3-Dichloropropanone( 1,3-dichloroacetone)
l -(4-Bromophenyl)- l -propanone
(p-bromopropiophenone)
l-Phenyl- l-dodecanone (phenyl undecyl ketone;
8 3 ;9
46
86
52
laurophenone)
I -(2-Ami nophenyl)-l -propanone
1 0 9 (o-aminopropiopheno ne)
Bqnzophenone(diphenyl ketone)
87 2,4,6-Heptanetrione(diacetylacetone)
mp ("C)
Semicorbrzone
2,4-Dlnitrophenylhydrazone
20
20
25
203
201
133
25O;237
23r
77
199
156
27
28
28
28
28
210
186;221
205
2tO
lE6;221
154
ll8
260
212
l12
28
31
33
33
34
35
t26
216
r50
r87
235;2E9
146;126
69
r17
220
206
255
100
220
t77
222
JJ
36
38
39
39
39; 153
4t
41
4t
42
42
42
42
45
198
4-Nitrophenylhydrazone
185
239
108
105
l14
109
60
95
t45
87
70
97
ll7
48
88
Il8
48
168
22O;232
241
198
u0
toz
186
175
227
227
258
86
108
t49
129
57
105
104
46
140
t25
153
63
196
188
2M
186
187
239
208
r97
Phenylhydrazone
166
166
235
87
t42
t32
97
155
107
104
157
135
ll6
146
l4J
t52
lt3
45
46
198;142
202 (mono)
237 (dt)
t20
171
227
180'(mono)
162
133
167
159
93"
116;87
162(rnono
41
95
64
47
190
89
49
49
167
203 (mono)
9l
85
182
108
257
220;212
231
196
t42
239
138
142 (di)
tM
69 (di)
K e t o n e s( S o l i d s ) 6 1 5
6 1 4 A p p e n d i x l l l T a b l e so f D e r i v a t i v e s
K e t o n e s{ S o l i d s l( c o n t i n u e d )
K e t o n e s( s o l i d s )( c o n t i n u e d )
Derivative mp ("C)
Derivative mp ('C)
Name of compound
mP ('C)
5-Phenoxy-2-pentanone(methyl 3-phenoxypropyl
ketone)
9-Heptadecanone(dioctyl ketone)
a-Brouroacetophenone(phenacyl bromide)
4-Bromoacetophenone
3,4-Dimethoxyacetophenone
Methyl 2-naphthyl ketone (p-acetylnaphrhalene)
I -Chloro-4-phenyl-2-butanone(chloromethyl
2-phenylethyl ketone)
2-Benzoylthiophene(phenyl 2-thienyl kerone)
2-Nonadecanone(heptadecyl methyl kerone)
2-Chloro-1,4-benzoquinone
2-lndanone
a-Clrloroacetophenone(phenacyl chloride)
l-Phenyl-2-propanone(deoxybenzoin; benzyl
phenyl ketone)
l -(2-Naphthyl)-l-propanone (ethyl B-naphthyl
ketone)
4-Methylbenzophenone(phenyl p-tolyl ketone)
l-Phenyl-1,3-butadione(benzoylacetone;methyl
phenacyl ketone)
I,l-Diphenyl-2-propanone(l,l-diphenylacetone)
i,3-Diphenyl-2-propen-l-one(benzalacetophenone;
phenyl siyryl ketone; chalone)
4-Methoxybenzophenone( p-anisyl phenyl ketone)
2-Phenylcyclohexanone
Benzoylformic acid (phenylglyoxytic acid)
50
Semlcarbazone
2,4-Dinitrophenylhydrnzone
ll0
n0
50
5l
51
5l
54
54
t46
208
218
237
156
56
56
57
59
59
60
197
126
r 85d
2r8
156
I48
60
202
60
r22
63
63
66
170
168; lg0
90
2,2'-Dimethylbenzophenone
(di-o-tolyl ketone)
2-Methyl- 1,4-benzoquinone
( /7-toluquinone)
67
68
3,5-Dibromoacetophenone
6-Phenyl-5-hexen-2,4-dione
(cinnamalacetone)
l2-Tricosanone (laurone; diundecyl ketone)
1,3-Dihydroxy-2-propanone(dihydroxyacetone)
3-Acetylphenanthrene
4-(4-Methoxyphenyl)-3-buten-2-one
(4-methoxybenzalacetone;anisalacetone)
1,3-Diphenyl-I -propanone (benzylacetophenone)
68
68
69
72
268
186
t79
1.,
230
9-Acetylphenanthrene
I -Naphthyl phenyl kerone
2-Benzoylfuryl methyl ketone
2-Naphthoxy-2-propanone(B-naphthoxyacerone)
4-Phenylcyclohexanone
4-Chlorobenzophenone
179 (mono)
240 (di)
IJ
73
74
76
76
78
78
78
Phenylhydrnzone
54
6l
6l
62
4-Nitrophenylhydrazone
2,+Di-
144
201
385
207
203
212;229
220
237
207
262
t47
248
227
126
l3l
t77
Name o[ compound
Oxlme
t12
97
r29
140
t49
89
1,4-Cyclohexanedione
1,3-Diphenyl-1,3-propadione(dibenzoylmethane;
benzoylacetophenone;phenacyl phenyl ketone)
3-Nitroacetophenone
4-Bromobenzophenone
Fluorene (diphenylene ketone; 9-oxofluorene)
a-Hydroxyacetophenone(phenacyl ketone)
4,4'-Dimethylbenzophenone (di-p-tolyl ketone)
Benzil (dibenzoyl)
mp ("C)
79
222(mono)
23r (di)
8l
205
8l
82
83
86
95
95
259
350
234
t46
144
182(mono)
2M (dt)
93
77
zr5
2M
l16
I 84; l4gd 3-Hydroxyacetophenone(m-acerylphenol)
2,3-Dihydroxyacetophenone(3-acetylcatechol)
155
3-Aminoacetophenone
g9
3-Benzoylpropenoic acid (3-benzoylacrytic acid)
9g
2-Acetyl- I -hydroxynaphthalene
133
202
109
r5l
153
248;208
l3l
120
180;228
139
r97
190
I 28"
269 (di)
223
199
154:
1 3 6 ;I l 5
165
75;140
130"
110
lg0
229
194
120
g7
155
l6l
247
154
154
106
lZ3
ll0
163: 106
232
230
284
229:219
189(mono)
189(di)
3 1 4( d i )
261
106
r78(+)
247(di)
299d(mono)
106
106
108
250
267
218
4-Hydroxyacetophenone( p-acetylphenol)
109
t99
2lo;
225:261
3-Benzoylpropanoic acid
a-Hydroxyacetophenone(phenacylalcohol;
benzoyl carbinol)
1,2-Naphthoquinone
Ltz
I 16
l 16
ll8
166,
178(mono)
243 (dt)
t8l
t47
I ? 0 : 1 4 7 1 8 4( m o n o )
Acenaphthenone(l-oxoacenaphthene)
t2l
4-Phenylacetophenone(p-acetylbiphenyl;
methyl p-xenyl ketone)
1,4-Naphthoquinone(o-naphthoquinone)
tzl
125
135
135
r32
126
I l7; 169
269
152
196
tt2
70
100
163
193(mono) 134(mono) 140(mono)
290 (di)
225 (di)
237(di)
192(di)
91
1 9 4 ;1 4 8
I 68d
169
135
160(mono)
168(di)
96
148
l15
l5l
t45
163
186
180
153
144
186(mono)
231'(di)
240
l9l
t52'
tt2
162
242
278" (mono)
198
144 (molo)
240 (di)
70
251,
138'(mono)
I 10,
236 (mono)
164 (mono)
90
247 (rnono)
Oxlme
188
197
t37
222
2 1 7( a )
168(B)
190
Phenylhydrazone
105(mono) 165 (rnono)
l9l
t67
196
190
250
lll
4-Nitrophenylhydrazone
240
Benzoylnitromethane
4-Aminoacetophenone
q,4-Dibromoacetophenone
(4-bromophenacyl bromide)
Piperonalacetone
169
127(a)
1,5-Diphenyl-1,4-pentadien-3-one
ll5(6',
(dibenzalacetone;dibenzylidenepropanone)
l0;
135 (mono)l'4-Benzoquinone(quinone)
220d (di)
278
nitrophenylhydra2()n€
96
98
99
99
t02
t02
112;9A l16:138
153
40
g4
r85
I ,5-Diphenyl-4-penten-I ,3-dione
(cinnamacetophenone)
2-Methyl-l'4-naphthoquinone
Semicarbazone
169 (di)
175;184,
222 (di)
187
279 (mono) 206'(mono) 198 (mono)
207 (di)
6 1 6 A p p e n d i x l l l T a b l e so f D e r i v a t i v e s
Ketones (Solidsl (continued)
Derivative mp ('C)
Name of compound
2,5-Dimethyl-1,4-benzoquinone
(p-xylo-p-quinone)
mp ("c)
Semicarbszone
2,4-Dinitrophenylhydrazone
a
4-Nitrophenylhydra'
zone
Phenylhydrazone
174;155
t25
1,5-Di(4-methoxyphenyl)-3-pentanone
(dianisalacetone)
129
83
4-(4-Hydroxy-3-methoxyphenyl)-3-buten-2-one
(vanillidineacetone;4-hydroxy-3methoxystyryl methyl ketone)
2,6-Dibromo- 1,4-benzoquinone
4,4' -Dimethoxydibenzoyl (anisil;
4,4' -dimethoxybenzil)
130
230
Benzoylphenylmethanol (benzoin)
135
206d
3,4,5-Tibromoacetophenone
Furoin
135
r35
265
4-Hydroxybenzophenone( p-benzoylphenol)
2-Acetylphenanthrene
1,9-Diphenyl-1,8-nonadien-3,5,7-trione
(dicinnamalacetone)
135
143
t44
194
260
1,2-Naphthoquinone
146
184 (mono)
I,2-Dibenzoylethane
147
2,4-Dihydroxyacetophenone(resacetophenone)
147
l3l
133
r\
x
168(mono)
272,
254(d\)
148
t59 (tr)
106 (B)
134
8l
2t7
2M
IM
188
166
196
E
o
26s(di)
zz0
I 16(mono)
r 7 9( d i )
159
208;
9
o
Quinlydrone
(Gallacetophenone)
2,3,4-Tri.hydroxyacetophenone
4,4' -Di-(dimethylamino)benzophenone
(Michler's ketone)
Diphenylene ketone oxide (xanthone)
(+)-Camphor
(+)-Camphor
3,4,5-Trihydroxyacetophenone
7-Isopropyl-I -methyl-9, I 0-phenanthraquinone
(retenequinone)
Camphorquinone
148
148
165
t7l
t73
t74
174
178
179
I 88
197
199
240
2t5
225
199
r
E
O
199
273
237:248
238
2t7
200
164;177
177
236 (a)
147
36 (mono)
190"(di)
217
260
223
239
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O
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sgFF
HEI
a..l v
ta't
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162(2-)
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169(di)
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203
152
233
233
16l
ll8
l l8
170,"
190
o'irr- '-
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3€Ef,s
16l (c)
175
160
n
c.l
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ee(p)
r35
100(di)
161
r63
?33
184
t52
O\'-
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o
170 (mono)
133 (mono)
195,
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152(a)
237
206
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218;2M
3,5-Dihydroxyacetophenone
4,4'-Dichlorobenzophenone
Furil
:^YY
a
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U
138
a
a
3t
245
E
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r28
225 (mono)
255 (di)
a
Xa
I
r
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l3l
1 7 0 ,1 5 3 ,
l15 (mono)
20r,
248, 140
194(di)
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