Search National Agricultural Library Digital Collections

NALDC Record Details:

6,6'-Dimethoxygossypolone

Permanent URL:
http://handle.nal.usda.gov/10113/45551
Abstract:
6,6'-Dimethoxygossypolone (systematic name: 7,7'-dihydroxy-5,5'-diisopropyl-6,6'-dimethoxy-3,3'-dimethyl-1,1',4,4'-tetraoxo-2,2'-binaphthalene-8,8'-dicarbaldehyde), C32H30O10, is a dimeric molecule formed by oxidation of 6,6'-dimethoxygossypol. When crystallized from acetone, 6,6'-dimethoxygossypolone has monoclinic (P21/c) symmetry, and there are two molecules within the asymmetric unit. Of the four independent quinoid rings, three display flattened boat conformations and one displays a flattened chair/half-chair conformation. The angles between the planes of the two bridged naphthoquinone structures are fairly acute, with values of about 68 and 69°. The structure has several intramolecular O-H...O and C-H...O hydrogen bonds and several weak intermolecular C-H...O hydrogen bonds, but no intermolecular O-H...O hydrogen bonds.
Author(s):
Zelaya, Carlos A. , Stevens, Edwin D. , Dowd, Michael K.
Subject(s):
Gossypium barbadense , gossypol , oxidation , chemical structure , organic compounds , crystal structure
Format:
p. o517-o520.
Note:
Includes references
Source:
Acta crystallographica. Section C, Crystal structure communications 2010 Oct., v. 66 no. 10
Language:
English
Year:
2010
Collection:
Journal Articles, USDA Authors, Peer-Reviewed
File:
Download [PDF File]
Rights:
Works produced by employees of the U.S. Government as part of their official duties are not copyrighted within the U.S. The content of this document is not copyrighted.