Further Comments upon the Electrophilic Addition to Alkynes: A Response to Criticism from Professor Thomas T.Tidwell

Hilton M. Weiss
Bard College, Annandale-on-Hudson, NY 12504
J. Chem. Educ., 1996, 73 (11), p 1082
DOI: 10.1021/ed073p1082
Publication Date (Web): November 1, 1996

Abstract

This paper responds to the preceeding article by Professor T. Tidwell in which he provides arguments for vinyl cations being an intermediate in most electrophilic additions to alkynes. This paper underlines the different experimental results obtained from alkenes and alkynes and points out that most, if not all, well-established vinyl cation have been found to rearrange although such rearrangement is rare in electrophilic additions to alkynes.

Keywords (Audience):

Second-Year Undergraduate

Keywords (Domain):

Organic Chemistry

Keywords (Subject):

Addition Reactions

Citing Articles

Citation data is made available by participants in CrossRef's Cited-by Linking service. For a more comprehensive list of citations to this article, users are encouraged to perform a search in SciFinder.

This article has been cited by 1 ACS Journal articles (1 most recent appear below).

  • Cover Image

    The Anomalous Reactivity of Fluorobenzene in Electrophilic Aromatic Substitution and Related Phenomena

    Joel Rosenthal and David I. Schuster
    Journal of Chemical Education2003 80 (6), 679
    • The Anomalous Reactivity of Fluorobenzene in Electrophilic Aromatic Substitution and Related Phenomena

      Joel Rosenthal and David I. Schuster
      Journal of Chemical Education2003 80 (6), 679

      Fluorobenzene (PhF) displays a reactivity in electrophilic aromatic substitution (EAS) that is, at first glance, anomalous in comparison to the reactivity of the other halobenzenes. This is borne out by the fact that the rates of typical EAS reactions on ...

Tools

SciFinder Links

SciFinder subscribers:  Click to sign in | Not a SciFinder subscriber? Learn more at www.cas.org

Explore by:


History

  • Received: August 03, 2009

Recommend & Share

  • Share on ACS NetworkACS Network
  • Add to FacebookFacebook
  • Tweet ThisTweet This
  • Add to CiteULikeCiteULike
  • Add to NewsvineNewsvine
  • Digg ThisDigg This
  • Add to DeliciousDelicious

Related Content

See also: