SYNTHESIS AND IONIZATION CONSTANTS OF META- AND PARA-SUBSTITUTED 1-PHENYL-2-METHYLCYCLOPROPENE-3-CARBOXYLIC ACIDS

被引：18

作者：

THIGPEN, AB

FUCHS, R

机构：

[1] Department of Chemistry, University of Houston, Houston

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1969年 / 34卷 / 03期

关键词：

D O I：

10.1021/jo01255a006

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

1-Phenyl-2-methylcyclopropene-3-carboxylic acid and the p-OCH3, m-CH3, p-F, p-Cl, and m-Cl derivatives were prepared by the addition of ethyl diazoacetate to the appropriately substituted 1-phenylpropyne with subsequent hydrolysis. The ionization constants in 50% ethanol at 25° give p = 0.57 (-log K0, = 6.45) using μ° values. The cyclopropene ring appears to transmit resonance effects about as well as does the cyclopropane ring. © 1969, American Chemical Society. All rights reserved.

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页码：505 / &

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