MECHANISM OF THE DECOMPOSITION OF IMIDOYL HALIDES.

reportActive / Technical Report | Accession Number: AD0666257 | Need Help?

Abstract:

The mechanistic properties of the decomposition of imino chlorides were studied by means of stereochemical and kinetic measurements. A stereochemical study was undertaken employing optically active N-alpha-phenethyl-substituted benzimino chlorides. These imino chlorides were not isolated but pyrolyzed in situ on preparation from the corresponding amide and chlorinating agent. The effect of electron withdrawing and donating groups on the extent of inversion of configuration in the resultant alpha-phenethyl chloride was determined. The influence of solvents and chlorinating agent thionyl chloride or phosphorus pentachloride on the stereochemistry of the product was also examined. A kinetic study was also undertaken employing N-alpha-p-nitrophenethylbenzimino chlorides. These imino chlorides were isolable, and were decomposed by heating in the appropriate solvent. The effect of electron withdrawing and donating groups was measured by their effect on the rate of decomposition. The effects of variations in temperature and solvent polarity were also investigated. Author

Author(s):
Marullo, Nicasio P.
Author Organization(s):
CLEMSON UNIV S C
Descriptive Note:
Final rept.,
Pagination:
0045

Security Markings

DOCUMENT & CONTEXTUAL SUMMARY

Distribution:
Approved For Public Release

RECORD

Collection: TR
Identifying Numbers
Report Number(s):
AROD-4330:2-C
Contract/Grant Number(s):
DA-ARO(D)-31-124-G471
Project Number(s):
DA-20014501B13B
Monitor Series:
4330:2-C
 Subject Terms
Joint Capability Areas:
JCA_3.2_Engagement; JCA_3_Force Application; JCA_3.2.1_Kinetic Means
Communities of Interest:
No COI(s) Identified
Descriptor(s):
(*IMINES, PYROLYSIS), CHLORINE COMPOUNDS, STEREOCHEMISTRY, MOLECULAR ROTATION, REACTION KINETICS, DECOMPOSITION, CHEMICAL BONDS
Field(s)/Group(s):
Organic Chemistry, Atomic and Molecular Physics and Spectroscopy
Report Date:
1968 Feb 01