ON THE ELECTRONIC ORIGIN OF THE DIFFERENCE IN ACIDITY BETWEEN FORMIC-ACID AND ETHANOL

被引:7
作者
GODFREY, M
机构
[1] Department of Chemistry, The University, Southampton
关键词
D O I
10.1016/S0040-4039(00)97837-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The greater acidity of formic acid than of ethanol is interpreted in terms of a coupled polarization and charge transfer effect rather than a resonance effect or a field/inductive effect. The wider significance of this interpretation is briefly discussed. The greater acidity of HCOOH than of CH3CH2OH is interpreted in terms of a coupled polarization and charge transfer effect rather than a resonance effect or a field/inductive effect. The wider significance of this interpretation is briefly discussed. © 1990.
引用
收藏
页码:5181 / 5184
页数:4
相关论文
共 9 条
[1]   ACIDITY OF CARBOXYLIC-ACIDS - DUE TO DELOCALIZATION OR INDUCTION [J].
DEWAR, MJS ;
KRULL, KL .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (04) :333-334
[2]   WHY ARE CARBOXYLIC-ACIDS AND PHENOLS STRONGER ACIDS THAN ALCOHOLS [J].
EXNER, O .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (08) :1810-1812
[3]   ON THE ANALYSIS OF SUBSTITUENT EFFECTS .1. HAMMETT AND RELATED PLOTS [J].
FADHIL, GF ;
GODFREY, M .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1988, (02) :133-137
[4]   ON THE ANALYSIS OF SUBSTITUENT EFFECTS .2. BRONSTED AND RELATED PLOTS [J].
GODFREY, M .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1988, (02) :139-142
[5]   ON THE ANALYSIS OF SUBSTITUENT EFFECTS .3. THE GEOMETRY OF THE RING IN SUBSTITUTED BENZENES [J].
GODFREY, M .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1989, (11) :1681-1684
[6]  
Morrison R. T., 1987, ORGANIC CHEM
[7]   WHY ARE ORGANIC-ACIDS STRONGER ACIDS THAN ORGANIC ALCOHOLS [J].
SIGGEL, MR ;
THOMAS, TD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (15) :4360-4363
[8]   THE ROLE OF RESONANCE AND INDUCTIVE EFFECTS IN THE ACIDITY OF CARBOXYLIC-ACIDS [J].
SIGGEL, MRF ;
STREITWIESER, A ;
THOMAS, TD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (24) :8022-8028
[9]   ACIDITIES OF OH COMPOUNDS, INCLUDING ALCOHOLS, PHENOL, CARBOXYLIC-ACIDS, AND MINERAL ACIDS [J].
TAFT, RW ;
KOPPEL, IA ;
TOPSOM, RD ;
ANVIA, F .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (06) :2047-2052