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Chapter 18: Q61P (page 915)

Describe two ways to prepare anisole from benzene.

Short Answer

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Step by step solution

01

Preparation of anisole using halogenation reaction

Halogenation reaction

Benzene can be converted to chlorobenzene using halogenation reaction. Chlorobenzene dissolved in NaOH solution gives sodium phenoxide as product. This product on treated with methyl iodide gives anisole. This last reaction is known is known as Williamson synthesis.

02

Preparation of anisole using nitrating mixture

Preparation of anisole using nitrating mixture

Another way to synthesize anisole is treating benzene with nitrating mixture. Resultant nitrobenzene will convert to phenol and from there to anisole respectively.

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Most popular questions from this chapter

Draw the structure for each of the following:

a. m-ethylphenol

b. p-nitrobenzenesulfonic acid

c. (E)-2-phenyl-2-pentene

d. o-bromoaniline

e. 4-bromo-1-chloro-2-methylbenzene

f. m-chlorostyrene

g. o-nitro anisole

i. 2,4-dichloromethylbenzene

f. m-chlorobenzoic acid

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 + 螖
  7. ethylbenzene + Br2/FeBr3
  8. m-xylene + Na2Cr2O7 + HCl + 螖

Draw resonance contributors for the carbanion that would be formed if meta-chloronitrobenzene were to react with hydroxide ion. Why doesn鈥檛 the reaction occur?

If anisole is allowed to sit in D2Othat contains a small amount ofD2SO4, what products are formed?

Give the products, if any, of each of the following reactions:

a. benzonitrile + methyl chloride +AlCl3

b. phenol +Br2

c. benzoic acid +CH3CH2Cl+AlCl3

d. benzene + 2CH3Cl+AlCl3
See all solutions

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