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Chloromethylation of Aromatic Compounds

  1. Reynold C. Fuson,
  2. C. H. McKeever

Published Online: 15 MAR 2011

DOI: 10.1002/0471264180.or001.03

Organic Reactions

Organic Reactions

How to Cite

Fuson, R. C. and McKeever, C. H. 2011. Chloromethylation of Aromatic Compounds. Organic Reactions. 1:3:63–90.

Author Information

  1. University of Illinois

Publication History

  1. Published Online: 15 MAR 2011

Chemistry Terms

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Abstract

The replacement of a hydrogen atom by a chloromethyl group in a single operation has come to be known as chloromethylation. The process is illustrated by its earliest example, a synthesis of benzyl chloride carried out by Grassi and Maselli. This chapter is limited to nuclear chloromethylation of aromatic compounds. Typical procedures are given and an attempt is made to indicate the scope and limitations of the reaction.

Keywords:

  • chloromethylation;
  • benzene;
  • xylene;
  • triisopropylbenzene;
  • naphthalene;
  • nitrophenol;
  • acetomesitylene;
  • scope;
  • limitations;
  • related reactions