Pauling, Linus and Brockway, L. O. (1934) The structure of the carboxyl group. I. The investigation of formic acid by the diffraction of electrons. Proceedings of the National Academy of Sciences of the United States of America, 20 (6). pp. 336-340. ISSN 0027-8424. https://resolver.caltech.edu/CaltechAUTHORS:PAUpnas34a
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Abstract
The electronic structure of a carboxylic acid has been ordinarily written as [diagram]. It has been recognized,(1) however, that the structure O:- R:C::O+:H also may make a significant contribution to the normal state of the molecule, and the existence of such resonance of the double bond between the two oxygen atoms has been supported by thermochemical data,(2) the resonance energy being 1.20 v.e. for the carboxyl group in acids and in esters. During the investigation reported in this paper we have verified the resonating structure by the determination of interatomic distances in formic acid, and have also shown that in the dimer of formic acid the molecules are joined together by hydrogen bonds between the oxygen atoms of the carboxyl groups.
Item Type: | Article | ||||||
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Additional Information: | © 1934 by the National Academy of Sciences. Communicated May 8, 1934. We are indebted to Dr. S. Weinbaum for many of the calculations involved in this investigation. | ||||||
Issue or Number: | 6 | ||||||
Record Number: | CaltechAUTHORS:PAUpnas34a | ||||||
Persistent URL: | https://resolver.caltech.edu/CaltechAUTHORS:PAUpnas34a | ||||||
Usage Policy: | No commercial reproduction, distribution, display or performance rights in this work are provided. | ||||||
ID Code: | 10080 | ||||||
Collection: | CaltechAUTHORS | ||||||
Deposited By: | Tony Diaz | ||||||
Deposited On: | 10 Apr 2008 | ||||||
Last Modified: | 03 Oct 2019 00:06 |
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