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Chapter 18: Q100P (page 922)

What is the product of the following reaction?

Short Answer

Expert verified

The same mechanism does Friedal-craft acylation using the anhydride as an acid chloride, except the nature of the leaving group differs.

Friedal-craft acylation can be done usinganhydride as they have a resonance stable leaving group they can do all the reactions which can be done by acid chloride.

Step by step solution

01

Friedal-craft acylation

The same mechanism does Friedal-craft acylation using the anhydride as an acid chloride, except the nature of the leaving group differs.

Friedal-craft acylation can be done usinganhydride as they have a resonance stable leaving group they can do all the reactions which can be done by acid chloride.

02

Product of given reaction

The reaction of Toluene with phthalic anhydride in the presence of Lewis acid undergoes friedal craft acylation, in which the pie bond present in the toluene ring act as the nucleophile and gets attached to the electrophile carbonyl carbon of phthalic anhydride and finally of hydrolysis form the product 2-(2-methyl benzoyl) benzoic acid shown as follows:

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Most popular questions from this chapter

Show how each of the following compounds can be synthesized from benzene:

a. o-bromopropylbenzene

b. m-nitrobenzoic acid

c. p-nitrobenzoic acid

d. p-chloroaniline

e. m-chloroaniline

f. m-xylene

g. 2-phenylpropene

h. m-bromopropylbenzene

i. 1-phenyl-2-propanol

Use the four compounds shown below to answer the following questions:

  1. Why are the ortho-halo-substituted benzoic acids stronger acids than benzoic acid?
  2. Why is o-fluorobenzoic acid the weakest of the ortho-halo-substituted benzoic acids?
  3. Why do o-chlorobenzoic acid and o-bromobenzoic acid have similar pKa values?

Question: Describe how naphthalene can be prepared from the given starting material.

Identify A鈥揓:

Question: Draw a structure for each of the following: a. 2-phenylhexane

b. benzyl alcohol

c. 3-benzylpentane

d. bromomethylbenzene
See all solutions

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