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On the mechanism of the formation of benzocyclobutene by flash vacuum pyrolysis of ortho-methylbenzyl chloride

✍ Scribed by Michael J. Morello; Walter S. Trahanovsky

Publisher
Elsevier Science
Year
1979
Tongue
French
Weight
146 KB
Volume
20
Category
Article
ISSN
0040-4039

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✦ Synopsis

Flash vacuum pyrolysis of o-methylbenzyl chloride-=,=-d ---2 gives benzocyclobutene-=,a-d This finding indicates that the react& involves net A-elimination of hydrochloric acid. --T2 Recently there has been a resurgence of interest in benzocyclobutene' (BCB) chemistry.3 The elimination of HCl from derivatives of g-methylbenzyl chloride provides an excellent preparative route to BCB's and has been used in several elegant syntheses. 3ahj This reaction was reported initially by Hart and coworkers, 4 who observed that l,l,l-trichlorohexamethylbenene

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