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Organic And Biological Chemistry

7th Edition
STOKER + 1 other
ISBN: 9781305081079

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Chapter
Section
BuyFindarrow_forward

Organic And Biological Chemistry

7th Edition
STOKER + 1 other
ISBN: 9781305081079
Textbook Problem

With the catalyst AlCl3 present, which reactant is needed to convert benzene to ethylbenzene?

  1. a. CH3—CH3
  2. b. CH3—CH2—Cl
  3. c. CH2=CH2
  4. d. no correct response

Interpretation Introduction

Interpretation:

The reactant that is needed to convert benzene to ethylbenzene in presence of AlCl3 has to be chosen from the given options.

Concept Introduction:

Aromatic hydrocarbons undergo substitution reactions rather than addition reactions. Even though the aromatic hydrocarbon has double bonds in its structure, they undergo substitution reaction only because the double bonds are involved in delocalized bonding that is present in the ring system.

Alkylation:

Benzene undergoes alkylation reaction in presence of AlCl3 as catalyst. The alkyl group from alkyl chloride gets substituted for a hydrogen atom in the benzene ring. The product obtained is alkylbenzene. The general reaction scheme can be given as,

Organic And Biological Chemistry, Chapter 2.15, Problem 4QQ , additional homework tip  1

Halogenation:

Benzene undergoes halogenation reaction in presence of FeCl3 or FeBr3 as catalyst to give halobenzene as product. The general reaction scheme can be given as,

Organic And Biological Chemistry, Chapter 2.15, Problem 4QQ , additional homework tip  2

Explanation

Reason for correct option:

Given reactant is benzene and the product is ethylbenzene. This means an ethyl group is substituted in benzene ring. Alkyl chloride has to be used in presence of AlCl3 as catalyst to bring about alkylation reaction that results in alkylbenzene as product. In this case, ethyl chloride has to be used to bring about the required conversion of benzene to ethylbenzene. The formula for ethyl chloride is CH3CH2Cl

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