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Chapter 18: Q-18-5P (page 880)

What is the major product of a Friedel-crafts alkylation using the following alkyl chlorides?

a. CH3CH2Cl

b. CH3CH3CH2Cl

c. CH3CH2CH(Cl)CH3

d. (CH3)3CCl

e. (CH2)2CHCH2Cl

f. CH2CHCH2Cl

Short Answer

Expert verified

The answer is,

a.

b.

c.

d.

e.

f.

Step by step solution

01

Friedel Crafts Alkylation Reaction

The Friedel crafts alkylation reaction is the reaction in which an alkyl group gets substituted for a hydrogen atom in the benzene ring. It is an aromatic electrophilic substitution reaction, and the electrophile required is formed from the reaction of an alkyl halide with benzene in the presence of Aluminium chloride.

02

Subpart (a)

The major product of the Friedel crafts alkylation using the given alkyl chloride is shown below.

03

Subpart (b)

The major product of the Friedel crafts alkylation using the given alkyl chloride is shown below.

04

Subpart (c)

The major product of the Friedel crafts alkylation using the given alkyl chloride is shown below.

05

Subpart (d)

The major product of the Friedel crafts alkylation using the given alkyl chloride is shown below.

06

Subpart (e)

The major product of the Friedel crafts alkylation using the given alkyl chloride is shown below.

07

Subpart (f)

The major product of the Friedel crafts alkylation using the given alkyl chloride is shown below.

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Most popular questions from this chapter

Question:a. How can aspirin be synthesized from benzene?b. Ibuprofen is the active ingredient in pain relievers such as Advil, Motrin and Nuprin. How can ibuprofen be synthesized from benzene?c. Acetaminophen is the active ingredient in Tylenol. How can acetaminophen be synthesized from benzene?

aspirin ibuprofen acetaminophen

A mixture of 0.10 mol benzene and 0.10 mol p-xylene was allowed to react with 0.10 mol nitronium ion until all the nitronium ion was gone. Two products were obtained: 0.002 mol of one and 0.098 mol of the other.

  1. What was the major product?
  2. Why was more of one product obtained than of the other?

Question: The pKa values of a few ortho-, meta-, and para-substituted benzoic acids are shown below:

The relative pKa values depend on the substituent. For chloro-substituted benzoic acids, the ortho isomer is the most acidic and the para isomer is the least

acidic; for nitro-substituted benzoic acids, the ortho isomer is the most acidic and the meta isomer is the least acidic; and for amino-substituted benzoic acids, the meta isomer is the most acidic and the ortho isomer is the least acidic. Explain these relative acidities.

a. Cl: ortho > meta > para

b. NO2: ortho > para > meta

c. NH2: meta > para > ortho

Explain why a diazonium group on a benzene ring cannot be used to direct an incoming substituent to the meta position.

Question: Identify A–J:
See all solutions

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