Kinetics and mechanism of the formation of mono- and di-phthalate esters catalysed by titanium and tin alkoxides

被引:15
作者
Hinde, NJ [1 ]
Hall, CD [1 ]
机构
[1] Univ London Kings Coll, Sch Phys Sci & Engn, Dept Chem, London WC2R 2LS, England
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1998年 / 05期
关键词
D O I
10.1039/a708468d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The kinetics and mechanism of the formation of phthalate mono-esters and phthalate di-esters from phthalic anhydride and a variety of mono-and di-hydric alcohols are reported and discussed. The kinetic work is extended to a mechanistic study of the same reactions using titanium tetra-n-butoxide and tri-li-butyltin ethoxide as catalysts. The results support a mechanism involving alkoxy ligand exchange at the metal as a crucial step in the catalysis.
引用
收藏
页码:1249 / 1256
页数:8
相关论文
共 21 条
[1]   THE ESTERIFICATION RATE OF DIBASIC ACID ANHYDRIDES WITH PRIMARY ALCOHOLS AT ROOM TEMPERATURE [J].
ANDERSON, IG ;
KENYON, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1948, 70 (11) :3952-3953
[2]   INTRAMOLECULAR CATALYSIS OF HYDROLYTIC REACTIONS .2. THE HYDROLYSIS OF PHTHALAMIC ACID [J].
BENDER, ML ;
CHOW, YL ;
CHLOUPEK, F .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1958, 80 (20) :5380-5384
[3]   INTRAMOLECULAR CATALYSIS OF HYDROLYTIC REACTIONS .3. INTRAMOLECULAR CATALYSIS BY CARBOXYLATE ION IN THE HYDROLYSIS OF METHYL HYDROGEN PHTHALATE [J].
BENDER, ML ;
CHLOUPEK, F ;
NEVEU, MC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1958, 80 (20) :5384-5387
[4]  
BULAI AK, 1990, KINET CATAL+, V31, P522
[5]   UNSYMMETRICALLY, CHEMICALLY ACTIVATED 1,2-DICYCLOPROPYLACETYLENE - AN EXAMPLE OF RESTRICTED ENERGY-FLOW [J].
DOERING, WV ;
EHLHARDT, WJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (09) :2697-2706
[6]   STUDIES ON CYCLIC ANHYDRIDES .I. RATE CONSTANTS + ACTIVATION PARAMETERS FOR SOLVOLYSIS OF ALKYLSUBSTITUTED CYCLIC ANHYDRIDES IN AQUEOUS SOLUTION BY PH-STAT METHOD [J].
EBERSON, L .
ACTA CHEMICA SCANDINAVICA, 1964, 18 (02) :534-&
[7]   THE HYDROLYSIS OF ASPIRIN - A DETERMINATION OF THE THERMODYNAMIC DISSOCIATION CONSTANT AND A STUDY OF THE REACTION KINETICS BY ULTRA-VIOLET SPECTROPHOTOMETRY [J].
EDWARDS, LJ .
TRANSACTIONS OF THE FARADAY SOCIETY, 1950, 46 (09) :723-&
[8]  
FRADET A, 1982, ADV POLYM SCI, V43, P51
[9]   THE KINETICS OF SOLVOLYSIS OF ACYL ESTERS OF SALICYCLIC ACID [J].
GARRETT, ER .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1957, 79 (13) :3401-3408
[10]   MONOESTERIFICATION OF STYRENE MALEIC-ANHYDRIDE COPOLYMERS WITH ALCOHOLS IN ETHYL BENZENE - CATALYSIS AND KINETICS [J].
HU, GH ;
LINDT, JT .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 1993, 31 (03) :691-700