Solvolysis of K-region arene oxides: substituent effects on reactions of benz [a] anthracene 5, 6-oxide

NT Nashed, SK Balani, RJ Loncharich…

Index: Nashed, Nashaat T.; Balani, Suresh K.; Loncharich, Richard J.; Sayer, Jane M.; Shipley, David Y.; Mohan, Ram S.; Whalen, Dale L.; Jerina, Donald M. Journal of the American Chemical Society, 1991 , vol. 113, # 10 p. 3910 - 3919

Full Text: HTML

Citation Number: 25

Abstract

Abstract: The solvolytic reactivity and products formed from benz [a] anthracene 5, 6-oxide (BA-0) on substitution of a methyl group at positions 1 (I-MBA-0), 4 (4-MBA-0), 7 (7-MBA-0), 11 (11-MBA-0), and 12 (I2-MBA-O), on 7, la-dimethyl substitution (7, 12-DMBA-O), and on 7- bromo substitution in 1: 9 dioxane-water and in methanol at 25" C are reported. These substitutions result in> 150-fold differences in their rates of acid-catalyzed solvolysis and ...

Related Articles:

Absolute configurations of K-region epoxide enantiomers of 3-methylcholanthrene, benz [a] anthracene, and benzo [a] pyrene

[Weems, Henri B.; Mushtaq, Mohammad; Yang, Shen K. Analytical Chemistry, 1987 , vol. 59, # 22 p. 2679 - 2688]

Absolute configurations of K-region epoxide enantiomers of 3-methylcholanthrene, benz [a] anthracene, and benzo [a] pyrene

[Weems, Henri B.; Mushtaq, Mohammad; Yang, Shen K. Analytical Chemistry, 1987 , vol. 59, # 22 p. 2679 - 2688]

Acid-catalyzed rearrangement of K-region arene oxides: observation of ketone intermediates and a sterically induced change in rate-determining step

[Nashed, Nashaat T.; Sayer, Jane M.; Jerina, Donald M. Journal of the American Chemical Society, 1993 , vol. 115, # 5 p. 1723 - 1730]

Influence of Na+ on DNA reactions with aromatic epoxides and diol epoxides: evidence that DNA catalyzes the formation of benzo [a] pyrene and benz [a] anthracene …

[Fernando, Harshica; Huang, Chao-Ran; Milliman, Ann; Shu, Luchuan; LeBreton, Pierre R. Chemical Research in Toxicology, 1996 , vol. 9, # 8 p. 1391 - 1402]

More Articles...