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Cyclopropane Derivatives. II. The Electric Moments of Some Alicyclic Compounds

Rogers, Max T. and Roberts, John D. (1946) Cyclopropane Derivatives. II. The Electric Moments of Some Alicyclic Compounds. Journal of the American Chemical Society, 68 (5). pp. 843-846. ISSN 0002-7863. http://resolver.caltech.edu/CaltechAUTHORS:20150930-135822170

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Abstract

There is considerable evidence that compounds in which a cyclopropane ring is located adjacent to an unsaturated linkage, such as a carbonyl group or double bond, exhibit many of the physical and chemical properties characteristic of substances containing conjugated double bonds. For example, the absorption spectrum of a double bond conjugated with a cyclopropane ring is shifted toward longer wave lengths, the shift being somewhat less than that observed for conjugated double bonds and a detailed investigation of three type reactions showed that a cyclopropane ring conjugated with a carbonyl group behaved in a manner not fundamentally different from the corresponding α,β-unsaturated carbonyl compounds. Since conjugation usually has a considerable effect on electric dipole moment, we have determined the electric moments of cyclopropyl chloride, cyclopropylidene chloride and cyclopropyl cyanide for comparison with those of the corresponding cyclopentyl compounds in which conjugation was expected to be unimportant. The moments of some other cyclopentyl derivatives which have not been reported previously were also determined.


Item Type:Article
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URLURL TypeDescription
http://dx.doi.org/10.1021/ja01209a039DOIArticle
http://pubs.acs.org/doi/abs/10.1021/ja01209a039PublisherArticle
Additional Information:© 1946 American Chemical Society. Received January 25, 1946.
Record Number:CaltechAUTHORS:20150930-135822170
Persistent URL:http://resolver.caltech.edu/CaltechAUTHORS:20150930-135822170
Official Citation:Cyclopropane Derivatives. II. The Electric Moments of Some Alicyclic Compounds Max T. Rogers and John D. Roberts Journal of the American Chemical Society 1946 68 (5), 843-846 DOI: 10.1021/ja01209a039
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:60628
Collection:CaltechAUTHORS
Deposited By: George Porter
Deposited On:13 Oct 2015 22:11
Last Modified:13 Feb 2019 18:03

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