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The synthesis of deuterium labeled butylated hydroxytoluene (BHT)

✍ Scribed by J. R. Mercer; L. I. Wiebe

Publisher
John Wiley and Sons
Year
1978
Tongue
French
Weight
369 KB
Volume
14
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

Attempts were made to synthesize 3,5‐di‐t‐butyl‐4‐hydroxytoluene containing a deuterium label. 1. p‐cresol was alkylated with (D~8~)‐isobutylene. 2. 2,6‐di‐t‐butyl‐4‐hydroxytoluene was reacted with deuterated trifluoroacetic acid giving direct exchange. 3. 2,6‐dideutero‐4‐hydroxytoluene was synthesized and alkylated with isobutylene and with 2‐methyl‐2‐chloropropane and AlCl~3~. 4. BHT was treated with D~2~O and Pt~2~O in a catalytic exchange process. All methods gave labeled BHT but in all cases a mixture of isomers was found.

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