Skip to page content
USDA Forest Service

Research & Development Treesearch

Treesearch Home
About Treesearch
Contact Us
Research & Development
Forest Products Lab
International Institute of Tropical Forestry
Pacific Northwest
Pacific Southwest
Rocky Mountain
Southern Research Station
Help - We Participate  Government Made Easy

Global Forest Information Service

US Forest Service
P.O. Box 96090
Washington, D.C.

(202) 205-8333

You are here: Home / Search / Publication Information
Bookmark and Share

Publication Information

View PDF (527 KB bytes)

Title: Conformational analysis and dipole moments of tetra-O-methyl-(+)-catechin and tetra-O-methyl_(-)-epicatechin

Author: Mattice, W.L.; Tobiason, F.L.; Houghlum, K.; Shanafelt, A.;

Date: 1982

Source: Journal of the American Chemical Society 104:3359-3362

Publication Series: Miscellaneous Publication

Description: A conformational energy analysis has been performed for tetra-0-methyl-(+)-catechin and tetra-O-methyl-(-)-epicatechin. Rotation was permitted about five C-O bonds and about the single bond connecting two rings. Eighteen rotational isomers each were assigned for tetra-0-methyl-(-)-epicatechin. Relative populations of the rotational isomers are governed by short-range interactions which give rise to five weighting factors, one of which is common to tetra-0-methyl-(+)-catechin and tetra-0-methyl-(-)-epicatechin. The mean-square dipole moment is most sensitive to the weighting factor common to the two molecules studied. The calculated root-mean-square dipole moment of tetra-0-methyl-(-)-epicatechin at 300 K is in excellent agreement with the experimental value of 2.98 D obtained in p-dioxane. In the case of tetra-0-methyl-(+)-catechin, the calculated root-mean-square dipole moment is larger than the experimental result of 2.45 D if ring conformations in solution are the same as those found in the crystal. Good agreement between theory and experiment for tetra-0-methyl-(+)-catechin can be obtained if an alternative ring conformation is assumed. Temperature coefficients were calculated and found experimentally to be positive for both molecules.

Publication Notes:

  • We recommend that you also print this page and attach it to the printout of the article, to retain the full citation information.
  • This article was written and prepared by U.S. Government employees on official time, and is therefore in the public domain.
  • You may send email to to request a hard copy of this publication. (Please specify exactly which publication you are requesting and your mailing address.)



Mattice, W.L.; Tobiason, F.L.; Houghlum, K.; Shanafelt, A. 1982. Conformational analysis and dipole moments of tetra-O-methyl-(+)-catechin and tetra-O-methyl_(-)-epicatechin. Journal of the American Chemical Society 104:3359-3362


 [ Get Acrobat ]  Get the latest version of the Adobe Acrobat reader or Acrobat Reader for Windows with Search and Accessibility

USDA logo which links to the department's national site. Forest Service logo which links to the agency's national site.