Organic Chemistry Answers

Explain extraction of retinal in detail.

Propose a mechanism for a reaction propanal with1,2-ethanediol, H+ and heat

3.2) Propose a mechanism for an acid catalyzed reaction of benzaldehyde with
NH2OH

3.3) Propose a mechanism for a reaction butanone with PhMgBr then acidic workup.

Synthesize the following molecule from benzene and any other organic/
inorganic reagents
NO2
O

On which ring and at what position(s) of the compounds shown below will
electrophilic aromatic substitution take place? Explain your answer in detail.
(a)
C N
H
H3C
O
(b)
C N
H
O
O2N
CH3
(5)
2.3) The following scheme is proposed for the synthesis of 4-bromobenzoic acid:
NH2 NH2
Br2
i) NaNO2
/HCl
ii) CuCN
Br
CN
Br
CN
Br
H3O
+
Briefly discuss the limitations of the above scheme and then propose a route
that would accomplish the desired product.

2-Butanol+H2SO4

Explain why a methoxy group (CH3O) increases the rate of electrophilic
aromatic substitution, but decreases the rate of nucleophilic aromatic
substitution.
On which ring and at what position(s) of the compounds shown below will
electrophilic aromatic substitution take place? Explain your answer in detail.

C N
H
H3C
O


C N
H
O
O2N
CH3
The following scheme is proposed for the synthesis of 4-bromobenzoic acid:
NH2 NH2
Br2
I) NaNO2
/HCl
ii) CuCN
Br
CN
Br
CN
Br
H3O
+
Briefly discuss the limitations of the above scheme and then propose a route
that would accomplish the desired product.
Synthesize the following molecule from benzene and any other organic/
inorganic reagents
NO2
O

Propose a mechanism for a reaction propanal with1,2-ethanediol, H+ and heat

Propose a mechanism for an acid catalyzed reaction of benzaldehyde with
NH2OH

Propose a mechanism for a reaction butanone with PhMgBr then acidic workup

How does isotopes labeling helps in determining the mechanism of a reaction

How does isotopes labeling helps in determining the mechanism of a reaction

Rank the following compounds in order of increasing reactivity in electrophilic
aromatic substitution (from least to most reactive). Briefly justify your ranking.
NHCCH3 CNH2 NH2
A B C

Draw a stepwise mechanism for the following reaction and briefly explain why
this reaction will not take place in the presence of a base:

Propose a mechanism for the reaction of acetic acid with methanol in acidic
medium.

What is Organohalogen compound?