Accession Number:

ADA523002

Title:

Reaction of Chlorosulfonyl Isocyanate (CSI) with Fluorosubstituted Alkenes: Evidence of a Concerted Pathway for Reaction of CSI with Fluorosubstituted Alkenes (Preprint)

Descriptive Note:

Journal article preprint

Corporate Author:

AIR FORCE RESEARCH LAB EDWARDS AFB CA PROPULSION DIRECTORATE

Report Date:

2010-06-01

Pagination or Media Count:

40.0

Abstract:

Concerted reactions are indicated for the electrophilic addition of chlorosulfonyl isocyanate with monofluoroalkenes. A vinyl fluorine atom on an alkene raises the energy of a step-wise transition state more than the energy of the competing concerted pathway. This energy shift induces CSI to react with monofluoroalkenes by a one-step process. The low reactivity of CSI with monofluoroalkenes, stereospecific reactions, the absence of 21 uracil products with neat fluoroalkenes and quantum chemical calculations support a concerted pathway.

Subject Categories:

  • Biochemistry
  • Medicine and Medical Research
  • Organic Chemistry
  • Physical Chemistry
  • Test Facilities, Equipment and Methods

Distribution Statement:

APPROVED FOR PUBLIC RELEASE