Skip to page content
USDA Forest Service
  
Treesearch

Research & Development Treesearch

 
Treesearch Home
About Treesearch
Contact Us
Research & Development
Forest Products Lab
International Institute of Tropical Forestry
Northern
Pacific Northwest
Pacific Southwest
Rocky Mountain
Southern Research Station
Help
 

Science.gov - We Participate


USA.gov  Government Made Easy


Global Forest Information Service

US Forest Service
P.O. Box 96090
Washington, D.C.
20090-6090

(202) 205-8333

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

Publication Information

View PDF (1.4 MB bytes)

Title: Electrophilic aromatic substitution of catechins: Bromination and benzylation

Author: McGraw, G.W.; Hemingway, Richard W.;

Date: 1982

Source: Journal of the Chemical Society Perkin I 973-978

Publication Series: Miscellaneous Publication

Description: Relative yields of C-6, C-8. and C-6 and C-8 substituted catechins obtained from the reaction of (+)-catechin or 3',4',5-7-tetra-O-methyl-(+)-catechin with pyridinium hydrobromide-perbromide, bromine, p-hydroxybenzyl alcohol, or o-hydroxybenzyl alcohol showed differing selectivities depending upon the electrophile used. Ratios of C-6 to C-8 substituted products were 1:1.2 for the reaction of p-hydroxybenzyl alcohol with (+)-catechin, 1:2-3 for reaction of either bromine or o-hydroxybenzyl alcohol with (+)-catechin, and essentially exclusive substitution at the C-8 position in the reaction of tetra-O-methyl-(+)-catechin with bromine. Comparatively high proportions of 6-substituted and 6- and 8-disubstituted products were obtained in the reaction of (+)-catechin with one equivalent of either p- or o-hydroxybenzyl alcohol.

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 pubrequest@fs.fed.us to request a hard copy of this publication. (Please specify exactly which publication you are requesting and your mailing address.)

XML: View XML

Citation:


McGraw, G.W.; Hemingway, Richard W. 1982. Electrophilic aromatic substitution of catechins: Bromination and benzylation. Journal of the Chemical Society Perkin I 973-978

 


 [ 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.