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Metalation of Benzotrifluoride

Roberts, John D. and Curtin, David Y. (1946) Metalation of Benzotrifluoride. Journal of the American Chemical Society, 68 (8). pp. 1658-1660. ISSN 0002-7863. http://resolver.caltech.edu/CaltechAUTHORS:20150930-135821613

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Abstract

Aromatic substituents groups which direct ortho-para in electrophilic substitution reactions such as nitration and sulfonation appear to exert a similar influence in the nuclear metalation of substituted benzenes. No studies have been reported of the influence in metalation reactions of groups which lead to meta substitution with electrophilic reagents. In general, reaction of such groups with the customary metalating agents occurs more rapidly than nuclear metalation. In the present work the metalation of benzotrifluoride has been investigated since the trifluoromethyl group is known to be resistant to chemical attack and strongly meta-directing in nitration and in chlorination reactions.


Item Type:Article
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URLURL TypeDescription
http://dx.doi.org/10.1021/ja01212a090DOIArticle
http://pubs.acs.org/doi/abs/10.1021/ja01212a090PublisherArticle
Additional Information:© 1946 American Chemical Society. Received March 27, 1946. [John D. Roberts] National Research Fellow, 1945-46.
Funders:
Funding AgencyGrant Number
National Research CouncilUNSPECIFIED
Record Number:CaltechAUTHORS:20150930-135821613
Persistent URL:http://resolver.caltech.edu/CaltechAUTHORS:20150930-135821613
Official Citation:Metalation of Benzotrifluoride John D. Roberts and David Y. Curtin Journal of the American Chemical Society 1946 68 (8), 1658-1660 DOI: 10.1021/ja01212a090
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:60626
Collection:CaltechAUTHORS
Deposited By: George Porter
Deposited On:05 Oct 2015 17:38
Last Modified:05 Oct 2015 17:38

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