Synthesis and Solvolysis of o-, m-, and p-Ethynylbenzyl Chloride and Closely Related Structures. The Electronic Nature of the Acetylene Group1

JA Landgrebe, RH Rynbrandt

Index: Landgrebe,J.A.; Rynbrandt,R.H. Journal of Organic Chemistry, 1966 , vol. 31, p. 2585 - 2593

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Citation Number: 40

Abstract

Related Structures. The Electronic Nature of the Acetylene Group'0-, m-, and p- ethynylbenzyl chloride and m-and p-ethynylbeneoic acid have been synthesized and used to determine substituent constants for the ethynyl group (am, 0.205; up, 0.233; am+, 0.330; up+, 0.179). Unlike any other group for which these constants have been determined, the acetylene function exhibits a resonance effect which is reflected in both the u and u+ ...