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Synthesis of carbon-13 labelled 6-substituted benzo (a) pyrenes

✍ Scribed by Robert E. Royer; Guido H. Daub; David L. Vander Jagt


Publisher
John Wiley and Sons
Year
1976
Tongue
French
Weight
170 KB
Volume
12
Category
Article
ISSN
0022-2135

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✦ Synopsis


Abstract

Sodium formate‐^13^C, prepared by hydrolysis of isopropyl formate, was allowed to react with N‐methylaniline hydrochloride to prepare the formylating agent N‐methylformanilide‐1‐^13^C. Formylation of benzo(a)pyrene with N‐methylformanilide‐1‐^13^C gave the 6‐^13^CHO derivative which was reduced to 6‐^13^CH~3~ and 6‐^13^CH~2~OH benzo(a)pyrenes. 6‐^13^CH~2~C1 benzo(a)pyrene was prepared from the 6‐^13^CH~2~OH derivative.


📜 SIMILAR VOLUMES


13C labeled benzo[a]pyrenes and derivati
✍ J. Ernest Simpson; Guido H. Daub; David L. Vanderjagt 📂 Article 📅 1980 🏛 John Wiley and Sons 🌐 French ⚖ 240 KB

## Abstract The synthesis of benzo[a]pyrene‐6‐^13^C is described. Perinaphthane was converted to 6‐benzoyl‐carbonyl‐^13^C‐perinaphthane which was cyclized to 2,3‐dihydrobenzo[a]pyren‐6(1H)‐one‐6‐^13^C. Subsequent reduction of the ketone followed by dehydration and dehydrogenation gave benzo[a]pyren

Synthesis of 6-substituted benzo[a]pyren
✍ James L. Hicks; J. Richard Heys 📂 Article 📅 1981 🏛 John Wiley and Sons 🌐 French ⚖ 332 KB

## Abstract 6‐Lithiobenzo[__a__]pyrene was carbonated to produce benzo[__a__]pyrene‐6‐carboxylic‐^14^C acid, which was in turn used in the preparation of several derivatives. Methylation to the ester was followed by LiAlH~4~ reduction to 6‐hydroxymethyl‐^14^C‐benzo[__a__]pyrene. An efficient oxidat