INTERPRETATION OF HYDROXYLIC SOLVENT EFFECTS BASED ON CORRELATIONS WITH SOLVENT PARAMETERS - REACTION OF ET3N WITH ETI

被引:10
作者
CALADO, ART [1 ]
PINHEIRO, LMV [1 ]
ALBUQUERQUE, LMPC [1 ]
GONCALVES, RMC [1 ]
ROSES, M [1 ]
RAFOLS, C [1 ]
BOSCH, E [1 ]
机构
[1] UNIV BARCELONA,DEPT QUIM ANALIT,E-08028 BARCELONA,SPAIN
关键词
D O I
10.1135/cccc19940898
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Hydroxylic solvent effects on 20 rate constants, k, of the Menschutkin reaction of Et3N with EtI are unravelled and rationalized by means of multiple linear regression equations. To perform this analysis new k values in 2 mono- and 9 dialcohols are obtained. New values are also presented for the Kamlet and Taft solvatochromic parameters pi*, alpha and beta of 1-hexanol. The results show that the solvent dipolarity, polarizability and cohesive energy density are the main properties influencing the reactivity, for the set of studied solvents.
引用
收藏
页码:898 / 904
页数:7
相关论文
共 25 条
[1]   LINEAR SOLVATION ENERGY RELATIONSHIPS .37. AN ANALYSIS OF CONTRIBUTIONS OF DIPOLARITY POLARIZABILITY, NUCLEOPHILIC ASSISTANCE, ELECTROPHILIC ASSISTANCE, AND CAVITY TERMS TO SOLVENT EFFECTS ON TERT-BUTYL HALIDE SOLVOLYSIS RATES [J].
ABRAHAM, MH ;
DOHERTY, RM ;
KAMLET, MJ ;
HARRIS, JM ;
TAFT, RW .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1987, (07) :913-920
[2]   SOLVENT EFFECTS IN ORGANIC-CHEMISTRY - RECENT DEVELOPMENTS [J].
ABRAHAM, MH ;
GRELLIER, PL ;
ABBOUD, JLM ;
DOHERTY, RM ;
TAFT, RW .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1988, 66 (11) :2673-2686
[3]   SUBSTITUTION AT SATURATED CARBON .20. EFFECT OF 39 SOLVENTS ON FREE-ENERGY OF ET3N, ETL, AND ET3N-ETL TRANSITION-STATE - COMPARISON WITH SOLVENT EFFECTS ON EQUILIBRIA ET3N + ETL REVERSIBLE ET4N+I AND ET3N+ ETL REVERSIBLE ET4+N+L [J].
ABRAHAM, MH ;
GRELLIER, PL .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1976, (14) :1735-1741
[4]   SOLVENT EFFECTS ON REACTION-RATES [J].
ABRAHAM, MH .
PURE AND APPLIED CHEMISTRY, 1985, 57 (08) :1055-1064
[5]   A STUDY OF EFFECT OF TEMPERATURE ON THE INFLUENCE OF MEDIUM ON THE REACTION OF TRIETHYLAMINE WITH ETHYL IODIDE [J].
BEKAREK, V ;
NEVECNA, T .
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1991, 56 (04) :874-879
[6]   A CONTRIBUTION TO EVALUATION OF INFLUENCE OF MEDIUM IN ELECTRONIC AND INFRARED-SPECTROSCOPY [J].
BEKAREK, V ;
JURINA, J .
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1982, 47 (04) :1060-1068
[7]   CLASSIFICATION OF ORGANIC-SOLVENTS BASED ON CORRELATION BETWEEN DIELECTRIC BETA-PARAMETER AND EMPIRICAL SOLVENT POLARITY PARAMETER ETN [J].
DUTKIEWICZ, M .
JOURNAL OF THE CHEMICAL SOCIETY-FARADAY TRANSACTIONS, 1990, 86 (12) :2237-2241
[8]   F STATISTIC AND COMPARABLE MEASURES IN LINEAR FREE-ENERGY RELATIONSHIP FITTINGS [J].
EHRENSON, S .
JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (11) :1793-1797
[9]   RELATION OF THE GIBBS FREE-ENERGY OF TRANSFER OF IONS FROM WATER TO POLAR-SOLVENTS TO THE PROPERTIES OF THE SOLVENTS AND THE IONS [J].
GLIKBERG, S ;
MARCUS, Y .
JOURNAL OF SOLUTION CHEMISTRY, 1983, 12 (04) :255-270
[10]  
Goncalves R. M. C., 1993, J CHEM RES M, P1380