Rates of Solvolysis of the Nitro-and the Methoxyphenyldimethylcarbinyl Chlorides1-3

Y Okamoto, HC Brown

Index: Okamoto; Brown Journal of the American Chemical Society, 1957 , vol. 79, p. 1909,1912

Full Text: HTML

Citation Number: 24

Abstract

o-, m-and p-methoxyphenyl and m-and p-nitrophenyldimethylcarbinyl chlorides were solvolyzed in aqueous acetone and the rate data extrapolated to give the rate constants in 90 vol.'% acetone at 25'. The m-methoxy derivative reacts at a rate 0.6 that of the parent compound but the para derivative at a rate of 3360 that of the unsubstituted derivative. The enormous rate increase is a measure of the powerful resonance contribution of the p- ...

Related Articles:

1-Methyl-1-vinyl-and 1-Methyl-1-(prop-2-enyl) silacyclobutane: Reagents for Palladium-Catalyzed Cross-Coupling Reactions of Aryl Halides

[Denmark, Scott E.; Wang, Zhigang Synthesis, 2000 , # 7 p. 999 - 1003]

Copper-carbene complexes as catalysts in the synthesis of functionalized styrenes and aliphatic alkenes

[Lebel, Helene; Davi, Michael; Diez-Gonzalez, Silvia; Nolan, Steven P. Journal of Organic Chemistry, 2007 , vol. 72, # 1 p. 144 - 149]

A novel fluoride ion mediated olefination of electron-deficient aryl ketones by alkanesulfonyl halides

[Nader, Bassam S.; Cordova, Jody A.; Reese, Karen E.; Powell, Cynthia L. Journal of Organic Chemistry, 1994 , vol. 59, # 10 p. 2898 - 2901]

New and facile substitution reactions at tertiary carbon. The m-nitrocumyl system

[Kornblum,N. et al. Journal of the American Chemical Society, 1968 , vol. 90, p. 6219 - 6221]

More Articles...