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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 e.l c.l t-- rr) O N na l*ri " sgFF HEI a..l v ta't .f{ c.l tr l.e.l tra ;l^. li l: 162(2-) 1 0 9( l - ) 169(di) 2M g t r.) € c.l c.i C.l € ta ta EIH r02(n r52 a x tr Y=Y o1t trvtr I = NN rqhc.r O\"d 8 E c{ eq $ G c{ c.t o € c.r R g N e.l o 6 ocl x5 ES 203 152 233 233 16l ll8 l l8 170," 190 o'irr- '- f.' \d 3€Ef,s 16l (c) 175 160 n c.l 0, ee(p) r35 100(di) 161 r63 ?33 184 t52 O\'- c) o 170 (mono) 133 (mono) 195, 2r7 (di) 152(a) 237 206 aa EJE E Jor59 ooli *:r € HEXE EE 6! 5 5 =N v, o c o o V E9 218;2M 3,5-Dihydroxyacetophenone 4,4'-Dichlorobenzophenone Furil :^YY a >'t! U 138 a a 3t 245 E P E9= E J - is c . r X ] a ooR o ir|'te c{ Oxime r28 225 (mono) 255 (di) a Xa I r (o l3l 1 7 0 ,1 5 3 , l15 (mono) 20r, 248, 140 194(di) O[); 9Hd" .H€ec !t o J g o (, n ! o 2 n o o o Y I q, z + :n,.Etr .+ E$ ,+ 8 ^E F8 " _ E + q E i €c gr gi Eg HH a€ tg * +e *= gE ;€ E.E "R €i €.8 F# !d €E : sa rld ,= t.ioi Z< o r+ .A oH <oi