A STUDY OF HYDROGENOLYTIC DESULFURIZATION BY MEANS OF HYDRAZINE.

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Abstract:

Several thioketals were prepared incorporating many structural features and the hydrazine defulfuration of these was studied. An interesting tangential development which emanated during the investigations was that of the interaction of cyclo-propane rings with carbonyl functions. Using the steroid molecule to ensure a fixed and discernible stereochemistry, it was possible to establish the principle of conjugative interaction of the electrons of the cyclopropane ring and the pi-system of a carbonyl. Acid catalyzed ring opening of a cyclopropane conjugated with a carbonyl will involve that sigma-electron pair of the three membered ring potentially capable of early overlap with pi-orbital system of the carbonyl group. No other electronic or steric factors loom as important. Extracted

Author(s):
Georgian, Vlasios
Author Organization(s):
TUFTS UNIV MEDFORD MASS DEPT OF CHEMISTRY
Descriptive Note:
Combined progress rept. nos. 1-4, 1 Oct 62-30 Sep 64,
Annotation:
Hydrogenolytic desulfurization of thioketals by means of hydrazine.
Pagination:
0004

Security Markings

DOCUMENT & CONTEXTUAL SUMMARY

Distribution:
Approved For Public Release

RECORD

Collection: TR
Identifying Numbers
Contract/Grant Number(s):
DA ARO D31 124G262
 Subject Terms
Communities of Interest:
No COI(s) Identified
Descriptor(s):
*ORGANIC SULFUR COMPOUNDS, *HYDRAZINES, DECOMPOSITION, CHEMICAL REACTIONS, ACETALS, KETONES, SYNTHESIS(CHEMISTRY), STEROIDS, STEREOCHEMISTRY, MOLECULAR STRUCTURE, CHEMICAL BONDS
Keyword(s):
DESULFURIZATION
Report Date:
1964 Sep 30