Download Qu 1 alcohols

Homework Ch. 1
1- Write the IUPAC name of the following compounds.
CH3C(CH3)2CH2SH
2. Draw the structures of the following:
a) 2-propanthiol
b) 3-Bromoheptan-3-ol
c) Cyclopentanol
d) 4-Penten-2-ol
3- Write a structure formula for each of the following
a) 2,4-dimethyl-3-pentanol
b) 2-ethyl-2-methyl-1-butanol
c) 3-methyl-1,2-hexandiol
d) 4-heptanol
e) 3-ethyl-3-pentanol
f) 3,3-dimethyl-2-pentanol
4-
How would you prepare 1-propanol from each of the following :
(a) propene
(c) propanal
5-
(b) ethylene oxide
(d) propanoic acid
How would you prepare 2-propanol from each of the following :
(a) propene
(b) propanone
6- What are the major products of the following reactions of benzyl
alcohol with :
(a) SOCl2 / pyridine
(c) K2Cr2O7 / aq. H2SO4
(d) PCC / CH2Cl2
(e) Ethanoic acid (Acetic acid) / H2SO4 / heat
7- What carboxylic acid / alcohol combinations are required to prepare
the following esters ?
8-
How would you best prepare the following ethers ?
9 - Show what Grignard reagent and what carbonyl compound you would
start with to make the following alcohols.
a) 2-phenyl-2-butanol
b) 1-phenyl-2-methyl-2-propanol
c) 2-ethyl-1-butanol
10 - Show increasing solubility:
11-Show the products of the following reaction
12- Dehydration agent in the following equation is:
CH 3
CH 3
C
CH 3
CH3
CH 3
C
CH 2 + H 2 O
(1)
OH
13- How many of the following alcohols would be oxidized by treatment with /
K2Cr2O7 H2SO4/H2O?
14- Draw the structure of the alkene that is best suited for the preparation of
(CH3)2CHCH2CHO.
15- Four isomers with the formula C4H9OH are given below.
Isomer
CH3CH2CH2CH2OH
CH 3
CH3
C
OH
CH 3
Name
CH3
C
CH2 OH
CH 3
CH3 CH 2
CH
CH 3
OH
(i)
Complete the naming of the isomers in the table above.
(ii) Name the type of isomerism shown by these four
isomers.
16- Give Reasone:
a) Alcohols have higher boiling point than Alkanes, Alkenes and alkynes.
b) Alcohols are soluble in water.
17- Complete the following equations:
18-Choose the correct answer:
1. Which of the following is NOT a functional group that contains oxygen?
ether
phenol
alcohol
thiol
2. The IUPAC name of CH3CH2CH2OH is
triol
propanol
1-propanol
propyl alcohol
3. The compound named 1-butanethiol has the structural formula of
CH3SH
CH3CH2CH2SH
CH3CH2SH
CH3CH2CH2CH2SH
4. The alcohol that contains two alkyl groups attached to the carbon bonded to
the -OH group is a
quaternary alcohol
tertiary alcohol
primary alcohol
secondary alcohol
5. The oxidation of 2-butanol gives
butanal
butane
2-butanone
2-butene
6. The compound butanal would be produced from the oxidation of
2-butanol
1-butanol
butyl ether
1-butene
7. The oxidation of cyclopentanol will give
cyclopentanone
cyclopentanal
cyclopentene
pentanal
8. When the product of the dehydration of 1-propanol is hydrated again and
oxidized, the product would be
propanal
propanone
propane
propenel
Faculty of Science
Chemistry Department
2nd Year
Organic Chemistry II
CHEM 271
Chapter (1)
Alcohols, Diols and Thiols
By
Dr. Salwa Fahim
Dr. Naglaa Abdelsamei