ALKYLATING AGENTS CONTAINING A QUARTERNARY NITROGEN GROUP (1); RELATIVE NUCLEOPHILICITY METHYLATION OF ANIONS IN AQUEOUS MEDIA (2)

reportActive / Technical Report | Accession Number: AD0707905 | Open PDF

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 k2kw 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.

Author(s):
Epstein, Joseph ; Michel, Harry O. ; Hackley, Jr., Brennie E. ; Ash, A. B. ; Blumbergs, P.
Author Organization(s):
EDGEWOOD ARSENAL ABERDEEN PROVING GROUND MD
Descriptive Note:
Special publication
Supplementary Note:
Pub. in Jnl. of Organic Chemistry, v34 n12 p4065- 4072 Dec 1969.
Annotation:
Reprint: ALKYLATING AGENTS CONTAINING A QUARTERNARY NITROGEN GROUP (1); RELATIVE NUCLEOPHILICITY METHYLATION OF ANIONS IN AQUEOUS MEDIA (2)
Pagination:
0013

Security Markings

DOCUMENT & CONTEXTUAL SUMMARY

Distribution:
Approved For Public Release
Distribution Statement:
Approved For Public Release; Distribution Is Unlimited.

RECORD

Collection: TR
Identifying Numbers
Report Number(s):
EA-SP-100-74
Task Number(s):
1A012501B02802
Project Number(s):
DA-1-A-012501-B-028
Monitor Series:
EA
 Subject Terms
Joint Capability Areas:
JCA_6.3.3_Spectrum Management; JCA_6_Net Centric; JCA_6.3_Net Management; JCA_3.2_Engagement; JCA_3_Force Application; JCA_3.2.1_Kinetic Means; JCA_5_Command and Control; JCA_8.2.4_Leverage Capacities and Capabilities of Security Establishments; JCA_8.2_Shape; JCA_8_Building Partnerships
Communities of Interest:
No COI(s) Identified
Descriptor(s):
*ORGANIC NITROGEN COMPOUNDS, *ALKYLATION, REACTION KINETICS, AMMONIUM COMPOUNDS, ORGANIC PHOSPHORUS COMPOUNDS, SULFONATES, SYNTHESIS(CHEMISTRY)
Field(s)/Group(s):
Organic Chemistry
Keyword(s):
*ALKYLATING AGENTS, METHYLATION, NUCLEOPHILIC REACTIONS
Report Date:
1969 Jun 27