Transcript Document

1)
O
O
H2O
NH2
NH
HCl, heat
OH
2)
O
O
O
H2O
O
HO
OH
O
3)
O
O
excess CH3OH
O
O
HCl
O
O
O
4)
NaOH
aq. H2O
20 C
O
CN
H2N
5)
O
NH2
OCH2CH3
H
N
O
6)
O
excess H2O
O
O
HO
HCl
OH
7)
O
O
excess NH3
NH2
O
OH
O
O
8)
O
O
CH3CH2OH
Cl
O
9)
OH
O
O
O
O
O
10)
NH2
O
O
N
H
O
OH
O
O
11)
O
O
CH3NH2
OCH3
NHCH3
12)
O
O
OH
OCH2CH2CH3
O
O
SOCl2
OH
O
CH3CH2CH2OH
Cl
Cl
O
OCH2CH2CH3
13)
O
O
NH2
Cl
O
O
H2O
NH2 H+, heat
O
OH
O
SOCl2
OH
Cl
14)
OH
OH
O
SOCl2
Cl
OH
NaCN
N
Cl
N
H2O
OH
H+, heat
O
O
15)
N
H
O
KMnO4
OH
heat
O
O
SOCl2
OH
Cl
O
O
excess NH3
Cl
NH3
22.53)
a)
O
O
OH
Cl
SOCl2
OH
OH
b)
O
O
NH
Cl
N
excess
c)
CN
O
CH3CH2CH2MgBr
H2O
CH2CH2CH3
d)
O
O
OH
OH
O
e)
H
N
O
NH2
H2O
NaOH
f)
O
O
O
OH
H3O+
OH
O
O
g)
NaCN
O
Br H O, NaOH
2
O
h)
O
SOCl2
OH
CH3CH2CH2CH2NH2
LiAlH4
H2O
HN
i)
CN
O
H 3O +
C
OH
j)
O
heat
O
O
O
OH HO
O
k)
O
O
H
N
NH2
O
O
l)
O
O
O
H2O
O
NaOH
22.54)
H3O+
NaCN
Br
O
CN
HO
SOCl2
(CH3)2CuLi
O
H 2O
O
Cl
LiAlH4
CN
H2O
NH2
(CH3CO)2O
O
NH
O
CH3OH
O
O
H+
HO
DIBAL-H
H2O
CH3Li
OH
PCC
O
H2O
O
O
LiAlH4
H2O
O
OH
TsOH
pyridine
NaCN
CN
CH3MgBr
H2O
O
OTs
22.68)
NaCN
CN
Br
H2O
O
OH
H+
O
SOCl2
OH
CH3CH2OH
H2SO4
O
O
O
O
CH3MgBr
DIBAL-H
H2O
H2O
CN
LiAlH4
H2O
NH2
CH3COCl
H
N
O
O
Which is the correct name?
O
Br
A) 2R-2-chloromethylbutanoate
B) 2-bromomethylpentanoate
C) bromomethylbutanoic acid
D) 2S-2-bromomethylbutanoate
D) 2S-2-bromomethylbutanoate
Rank the acid derivatives with respect to their
reactivity with water.
Hint: Most reactive >>least reactive
A) acid halide > ester > acid anhydride > amide
B) acid anhydride > amide > acid halide > ester
C) amide > ester > acid anhydride > acid halide
D) acid halide > acid anhydride > ester > amide
D) acid halide > acid anhydride > ester > amide
What is the proper name?
O
O
A) 2-butyl ethylester
B) ethyl 2-pentanoate
C) ethyl 2-methylbutanoate
D) methylbutanoic ethyl ester
C) ethyl 2-methylbutanoate
Which of the following compounds is N-ethylacetamide?
O
O
O
N
H
NH2
O
O
N
N
H
O
N
H
The correct IUPAC name for ester is
O
O
A) phenylmethyl-2,4,4-trimethylpentanoate
B) benzyl 2-methyl-4,4-dimethylpentanoate
C) benzyl 2,4,4-trimethylpentanoate
D) benzyl 2,4,4-trimethylbutanoate.
C) benzyl 2,4,4-trimethylpentanoate
The correct IUPAC name for amide is
O
N
A) N,N-ethylmethylamino-6-keto-5-methyl-1pentene
B) N-ethyl-N-methyl-5-methyl-hexen-1-amide
C) N-ethyl-N-methyl-hexen-5-amide
D) N-ethyl-N-methyl-2-methylhexen-5-amide
D) N-ethyl-N-methyl-2-methylhexen-5-amide
HBr, peroxide
O
Mg, Et2O
CO2, Et2O
H3O+, H2O
SOCl2, pyridine
O
Cl
Cl
O
O
O
Cl
Cl
O
Mg, Et2O
CO2, Et2O
Br
H3O+, H2O
SOCl2, pyridine
NH2
NH3 excess
Cl
NH
NH
O
NH2
NH2
Possible Mechanisms For Final
Conversion of carboxylic acid to acid chloride
Fischer esterification
Conversion of carboxylic acids to amides with DCC
Claisen Reaction
Michael Reaction
Radical Additon of HBr to an alkene