DIMETHYL-SULFOXIDE PHASE NH EQUILIBRIUM ACIDITIES FOR URAZOLE AND SUBSTITUTED URAZOLES - FOR URAZOLE AND 1-SUBSTITUTED URAZOLES, WHICH PROTON IS MORE ACIDIC

被引:20
作者
BAUSCH, MJ
DAVID, B
DOBROWOLSKI, P
PRASAD, V
机构
[1] Department of Chemistry and Biochemistry, Southern Illinois University–Carbondale, Carbondale
关键词
D O I
10.1021/jo00310a003
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
: Determinations of the dimethyl sulfoxide (DMSO) phase pKa's for urazole (pKa = 13.1) and various (methylated and phenylated) mono- and disubstituted urazoles indicate that replacement of hydrogen with methyl and/or phenyl acidifies the urazole moiety, indicate that the acidifying effects of these substituents are additive, and suggest that the protons bound to the N-l and N-4 atoms in urazole are of comparable thermodynamic acidity. © 1990, American Chemical Society. All rights reserved.
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收藏
页码:5806 / 5808
页数:3
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