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Article
Nucleophilic Displacement Reactions of Hexachlorocyclopentadiene II
Journal of the American Chemical Society
  • Earl T. McBee
  • James O. Stoffer, Missouri University of Science and Technology
  • H. P. Braendlin
Alternative Title
Reactions with secondary amines
Abstract

In a continued study of reactions undergone by hexachlorocyclopentadiene with nucleophiles, the halide was treated with secondary aliphatic amines to give 5,5-diamino-1,2,3,4-tetrachlorocyclopentadienes. Allyl alcohol reacted with 5,5-dimorpholinyl-1,2,3,4-tetrachlorocyclopentadiene to give 5,7-methyleneoxy-7-morpholinyl-1,2,3,4-tetrachlorobicyclo[2.2.1]-hept-2-ene, an intramolecular Diels-Alder adduct, which on hydrolysis produced exo-5-hydroxymethyl-1,2,3,4-tetrachlorobicyclo[2.2.1]hept-2-en-7-one.

Department(s)
Chemistry
Document Type
Article - Journal
Document Version
Citation
File Type
text
Language(s)
English
Rights
© 1962 American Chemical Society (ACS), All rights reserved.
Publication Date
1-1-1962
Publication Date
01 Jan 1962
Disciplines
Citation Information
Earl T. McBee, James O. Stoffer and H. P. Braendlin. "Nucleophilic Displacement Reactions of Hexachlorocyclopentadiene II" Journal of the American Chemical Society (1962) ISSN: 0002-7863
Available at: http://works.bepress.com/james-stoffer/49/