Question

Draw the structure of the major product of each step in the following three-step synthesis. As...

Draw the structure of the major product of each st

Draw the structure of the major product of each step in the following three-step synthesis. As a start, one benzene ring is drawn for you in each product.

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Concepts and reason

The organic reaction is a type of chemical reaction in which one functional group can be converted to other. These conversions can be achieved through wide variety of reagents..

Reagents play a vital role in chemical reactions to undergo functional group transformations. Each reagent plays a different role in the chemical reactions.

Fundamentals

Friedel–Crafts acylation:

In this reaction, an acyl halide reacts with a Lewis acid and generates an electrophile that attacks the benzene ring and forms an acyl-substituted benzene ring.

The general reaction scheme is given below:

RCOCI
AICI:

Benzylic carbon oxidation:

In this reaction, a benzylic carbon with at least one hydrogen atom is oxidized to a carboxylic group.

The general reaction scheme is given below:

KMnO4
HO

Bromination:

A bromination reaction is the addition of a bromine atom on a molecule through electrophilic substation mechanism. The reagent is Bry/FeBry
and generates ion as an electrophile that reacts with a nucleophilic centre on the benzene ring. The selectivity of substitution on the benzene ring depends on the type of substituent(Electron withdrawing group or electron donating group)
present on it.

The general reaction scheme is given below:

B12
FeBrz

ملل
AlCl;
+
Aici

The mechanism for the attack of electrophile is given below:

Conversion for the benzylic oxidation is given below:

COOH
KMnO4
H20

Generation of the electrophile is given below:

Br + FeBr -
FeBr + Br*

COOH
COOH
Br2
FeBrz
Br

Ans:

The structures of the major products for the three-step synthesis are

AICI:
COOH
COOH
KMnO4
Br2
Н,0
FeBrz

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