Accession Number:

AD0613406

Title:

THE EFFECT OF CONFIGURATION ON THE REACTIVITY OF THE CHALCONE SYSTEM,

Descriptive Note:

Corporate Author:

COBB CHEMICAL LAB UNIV OF VIRGINIA CHARLOTTESVILLE

Personal Author(s):

Report Date:

1954-11-01

Pagination or Media Count:

6.0

Abstract:

Phenylmagnesium bromide adds largely 1,4 to both cis- and trans-chalcones. Phenyllithium, which adds largely 1,2 to the trans isomer, adds chiefly 1,4 to the cis. Both isomers are reduced exclusively 1,2 at the carbonyl groups by aluminum isopropoxide and sodium borohydride, the trans isomer more easily than the cis and both isomers are reduced 1,2 by lithium aluminum hydride. trans-Benzalacetomesitylene is not reduced by aluminum isopropoxide or sodium borohydride but is reduced 1,4 by lithium aluminum hydride. These results are interpreted in terms of greater steric interferences in cis-chalcone, especially at the carbonyl carbon. Author

Subject Categories:

Distribution Statement:

APPROVED FOR PUBLIC RELEASE