ALKYLATING AGENTS CONTAINING A QUARTERNARY NITROGEN GROUP (1); RELATIVE NUCLEOPHILICITY METHYLATION OF ANIONS IN AQUEOUS MEDIA (2)
Abstract
A series of 18 new, water-soluble alkylating agents was synthesized. The structures contain an allkylsulfonate group as the alkylating function and a quarternary ammonium salt group attached to a hydrocarbon backbone. Alkylation rate data were obtained for 16 anion nucleophiles in aqueous media at 25C (and 37C) and constant salt concentration using 1-methyl-3-(methylsulfonate) pyridinium perchlorate as the alkylating agent substrate. The data at 25C are presented in terms of log k2/kw and the Swain and Scott equation is employed to obtain the substrate constant, s (0.715). Nucleophilic constants, n, are calculated and compared with published values for 12 anions, and new constants were determined for four phosphonate ion species.
Document Details
- Document Type
- Technical Report
- Publication Date
- Jun 27, 1969
- Accession Number
- AD0707905
Entities
People
- A. B. Ash
- Brennie E. Hackley Jr.
- Harry O. Michel
- Joseph Epstein
- P. Blumbergs