1, 2-, 1, 4-, 1, 5-, and 1, 6-Halogen participation in the trifluoroacetolysis of primary alkyl nosylates
PE Peterson, JF Coffey
Index: Peterson,P.E.; Coffey,J.F. Journal of the American Chemical Society, 1971 , vol. 93, p. 5208 - 5213
Full Text: HTML
Citation Number: 14
Abstract
Abstract: The trifluoroacetolyses of the following p-nitrobenzenesulfonates were studied: 2- chloro-l-propyl, 3-chloro-l-butyl, 4-chloro-l-pentyl, 5-chloro-1-hexyl, 6-chloro-1-heptyl, and 5- bromo-1-hexyl. Trifluoroacetolysis of 2-chloro-1-propyl and 4-chloro-1-pentyl nosylates gave substantially quantitative 1, 2-and 1, 4-halogen shifts. The extent of halogen shift was reduced to 90% for 5-chloro-1-hexyl nosylate and-17z for 6-chloro-1-heptyl nosylate. Rate ...
Related Articles:
2-(Trifluoroacetyloxy) pyridine as a mild trifluoroacetylating reagent of amines and alcohols.
[Keumi, Takashi; Shimada, Masakazu; Morita, Toshio; Kitajima, Hidehiko Bulletin of the Chemical Society of Japan, 1990 , vol. 63, # 8 p. 2252 - 2256]
[Smith, Nicholas W.; Gourisankar, Sai P.; Montchamp, Jean-Luc; Dzyuba, Sergei V. New Journal of Chemistry, 2011 , vol. 35, # 4 p. 909 - 914]
[Takeuchi, Hiroshi; Yanase, Takehiro; Itou, Katsutaka; Oya, Hiromi; Adachi, Taki Journal of the Chemical Society, Chemical Communications, 1992 , # 12 p. 916 - 917]
[Takeuchi, Hiroshi; Yanase, Takehiro; Itou, Katsutaka; Oya, Hiromi; Adachi, Taki Journal of the Chemical Society, Chemical Communications, 1992 , # 12 p. 916 - 917]