CaltechAUTHORS
  A Caltech Library Service

Rearrangements in Carbonium Ion-Type Reactions of C^(14)-Labeled Dehydronorbornyl Derivatives

Roberts, John D. and Lee, C. C. and Saunders, W. H., Jr. (1955) Rearrangements in Carbonium Ion-Type Reactions of C^(14)-Labeled Dehydronorbornyl Derivatives. Journal of the American Chemical Society, 77 (11). pp. 3034-3037. ISSN 0002-7863. https://resolver.caltech.edu/CaltechAUTHORS:20151021-142338708

Full text is not posted in this repository. Consult Related URLs below.

Use this Persistent URL to link to this item: https://resolver.caltech.edu/CaltechAUTHORS:20151021-142338708

Abstract

Solvolysis of exo- and endo-dehydronorborn-C_2^(14) p-bromobenzenesulfonates in acetic acid and formic acid solutions and nitrous acid deaminations of endo-dehydronorbornyl-3-C^(14)-amine in acetic acid and aqueous fluoboric acid were found to yield 4-17% of dehydronorbornyl derivatives with 30-48% of the C^(14) located at other than the 2,3-positions. The C^(14) rearrangements are discussed in terms of unsymmetrical "dehydronorbornium" intermediates.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1021/ja01616a034DOIArticle
http://pubs.acs.org/doi/abs/10.1021/ja01616a034PublisherArticle
Additional Information:© 1955 American Chemical Society. Received October 11, 1954. Supported in part by the joint program of the Office of Naval Research and the U. S. Atomic Energy Commission. Presented in part at the Symposium on Reaction Mechanisms at the 75th Anniversary Meeting of the American Chemical Society, September 7, 1951.
Funders:
Funding AgencyGrant Number
Office of Naval Research (ONR)UNSPECIFIED
Atomic Energy CommissionUNSPECIFIED
Issue or Number:11
Record Number:CaltechAUTHORS:20151021-142338708
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20151021-142338708
Official Citation:Rearrangements in Carbonium Ion-Type Reactions of C14-Labeled Dehydronorbornyl Derivatives John D. Roberts, C. C. Lee, and W. H. Saunders Jr. Journal of the American Chemical Society 1955 77 (11), 3034-3037 DOI: 10.1021/ja01616a034
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:61394
Collection:CaltechAUTHORS
Deposited By: Ruth Sustaita
Deposited On:22 Oct 2015 18:25
Last Modified:03 Oct 2019 09:07

Repository Staff Only: item control page