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Synthesis of Benzo[a]pyren-6-yl-Substituted Carboxylic Acids

✍ Scribed by Gerald Dyker; Daniel Kadzimirsz


Publisher
John Wiley and Sons
Year
2003
Tongue
English
Weight
126 KB
Volume
2003
Category
Article
ISSN
1434-193X

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📜 SIMILAR VOLUMES


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## 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

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## 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

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## 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