Accession Number:

AD0698397

Title:

THE HYDROXYL STRETCHING FREQUENCIES AND CONFORMATIONS OF FLAVAN-4-OLS AND THIAFLAVAN-4-OLS,

Descriptive Note:

Corporate Author:

COMMONWEALTH SCIENTIFIC AND INDUSTRIAL RESEARCH ORGANIZATION CANBERRA (AUSTRALIA) DIV OF PLANT INDUSTRY

Personal Author(s):

Report Date:

1969-04-09

Pagination or Media Count:

6.0

Abstract:

The hydroxyl stretching frequencies of some 2,4-cis and 2,4-trans flavan-4-ols, thiaflavan-4-ols, and related compounds have been measured in dilute carbon tetrachloride solution. Characteristic frequencies are observed at 3626cm free hydroxyl, 3616, and 3597cm. The 3616 and 3597cm bands are assigned to pseudo-axial and pseudo-equatorial hydroxyl groups respectively. Evidence is presented to show that the frequency shifts arise from differences in the interaction of the hydroxyl group with the pi-elections of the fused benzene ring, and that these flavans and thiaflavans exist in half-chair, rather than sofa conformations. Author

Subject Categories:

  • Organic Chemistry

Distribution Statement:

APPROVED FOR PUBLIC RELEASE