The Journal of Organic Chemistry

Phenylazoalkanes from reaction of nitrosobenzene with alkylamines

YM Wu, LY Hu, CH Cheng

Index: Wu, Y. M.; Ho, L. Y.; Cheng, C. H. Journal of Organic Chemistry, 1985 , vol. 50, # 3 p. 392 - 394

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Citation Number: 11

Abstract

The earliest report by Gallagher3 described the formation of (benzy1azo) benzene (la) from nitrosobenzene and benzylamine in alcohol. However, subsequent study by Su-PhNO+ RNHZ-+ PhN= NR+ Hz0 la, R= PhCHz lb, R= CH3 IC, R= CH3CH2 Id, R= CH3CHzCH2 le, R= CH3CH2CH2CH2 zuki and Weisburger2 failed to isolate any (pheny1azo) alkanes (1) from similar reactions. The main products observed were azoxybenzene (2)(Scheme I) ...

~44%

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~99%

~99%

~50%

~0%

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~46%

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~29%

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~40%

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