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Chapter 18: Q69P (page 917)

Does m-xylene or p-xylene react more rapidly with Cl2 + FeCl3? Explain your answer.

Short Answer

Expert verified

m-xylene will react more rapidly.

Step by step solution

01

Why m-xylene more rapidly

In m-xylene, both methyl groups activate the same position.

m-xylene

02

Why p-xylene less rapidly

In p-xylene, each methyl group activates different position.p-xylene

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Most popular questions from this chapter

Question: Name the following:

a.

b.

c.

d.

Draw the product(s) of each of the following reactions:

  1. benzoic acid + HNO3/H2SO4
  2. isopropylbenzene + Cl2 + FeCl3
  3. p-xylene + acetyl chloride + AlCl3 followed by H2O
  4. o-methylaniline + benzenediazonium chloride
  5. cyclohexyl phenyl ether + Br2
  6. phenol + H2SO4 + Δ
  7. ethylbenzene + Br2/FeBr3
  8. m-xylene + Na2Cr2O7 + HCl + Δ

a. Rank the following compounds from greatest tendency to least tendency to undergo nucleophilic aromatic substitution:

chlorobenzene 1-chloro-2,4-dinitrobenzene p-chloronitrobenzene

b. Rank the same compounds from greatest tendency to least tendency to undergo electrophilic aromatic substitution.

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

Show how Novocain, a painkiller used frequently by dentists, can be prepared from benzene and compounds containing no more than four carbons.

Novocain
See all solutions

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