The formylation of toluene in trifluoromethanesulfonic acid

被引:23
作者
Sood, DS
Sherman, SC
Iretskii, AV
Kenvin, JC
Schiraldi, DA
White, MG [1 ]
机构
[1] Georgia Inst Technol, Sch Chem Engn, Atlanta, GA 30332 USA
[2] KoSa, Spartanburg, SC 29304 USA
关键词
formylation; trifluoromethanesulfonic acid; toluene; carbon monoxide; tolualdehyde;
D O I
10.1006/jcat.2000.3144
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The formylation of toluene in trifluoromethanesulfonic acid was studied in a batch reactor to determine the effect on reaction rate of increasing the ratio of trifluoromethanesulfonic acid/substrate at constant temperature. The production rate of p-tolualdehyde increased with increasing amounts of acid so that its yield was 99.1% when the acid/substrate was 20 mol/mol (30 min at 298 K), The reaction obeys first-order kinetics in toluene for conversions less than 25%. The rate of formylation increases with increasing CO partial pressures from 500-2000 psig. The reaction rate shows an optimum temperature near 298 K. (C) 2001 Academic Press.
引用
收藏
页码:149 / 153
页数:5
相关论文
共 10 条
[1]  
ANTHONY SD, 1999, Patent No. 5910613
[2]   FORMYLATION AND ACYLATION REACTIONS CATALYZED BY TRIFLUOROMETHANE-SULPHONIC ACID [J].
BOOTH, BL ;
ELFEKKY, TA ;
NOORI, GFM .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1980, (01) :181-186
[3]  
BOOTH BL, 1979, J CHEM SOC P1, P2241
[4]  
HOMMELTOFT SI, 1998, Patent No. 5759357
[5]   ISOMERIZATION OF THE METHYLBENZENES [J].
MCCAULAY, DA ;
LIEN, AP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1952, 74 (24) :6246-6250
[6]   AROMATIC-SUBSTITUTION .52. SUPERACID-CATALYZED FORMYLATION OF AROMATICS WITH CARBON-MONOXIDE [J].
OLAH, GA ;
LAALI, K ;
FAROOQ, O .
JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (09) :1483-1486
[7]  
OLAH GA, 1985, Patent No. 4547606
[8]  
Sherman SC, 2000, CHEM INNOV, V30, P25
[9]   INFLUENCE OF PROTONATION ON GATTERMANN-KOCH FORMYLATION RATE OF ALKYLBENZENE IN CF2SO3H-SBF5 [J].
TANAKA, M ;
FUJIWARA, M ;
ANDO, H .
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (07) :2106-2111
[10]   Toluene carbonylation catalyzed by mixtures of water and trifluoromethanesulfonic acid [J].
Xu, BQ ;
Sood, DS ;
Gelbaum, LT ;
White, MG .
JOURNAL OF CATALYSIS, 1999, 186 (02) :345-352