Thermokinetic investigation of the alcoholysis of acyl chlorides

被引:0
作者
Willms, T [1 ]
Anderson, HL [1 ]
Heldt, K [1 ]
Hinz, B [1 ]
机构
[1] Univ Greifswald, Inst Phys Chem, D-17489 Greifswald, Germany
关键词
alcoholysis; acyl chloride; benzoyl chloride; kinetics; enthalpy; solvent;
D O I
10.1016/S0040-6031(00)00706-1
中图分类号
O414.1 [热力学];
学科分类号
摘要
The alcoholysis of acetyl chloride, propionyl chloride and butyryl chloride with some alcohols in acetone and toluene has been investigated by means of calorimetric measurements. Furthermore a comparison with benzoyl chloride has been made. In the case of i-propanol in acetone, a smaller rate constant has been found for the alcoholysis of propionyl chloride than for butyryl chloride. In contrast to this, almost equal rate constants have been determined for the reactions of these acyl chlorides with n-propanol and ethanol. In toluene, the rate constants for the reaction of acetyl chloride with all considered alcohols has the highest values under similar conditions but then decrease from acetyl chloride to butyryl chloride. The observed differences and the changes of rate constants are discussed and compared with literature data. (C) 2000 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:59 / 69
页数:11
相关论文
共 16 条
[1]   The rates of alcoholysis of acyl chlorides [J].
Branch, GEK ;
Nixon, AC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1936, 58 :2499-2504
[2]  
BRIODY JM, 1965, J CHEM SOC, V168, P1415
[3]  
KIVINEN A, 1967, SUOM KEMISTIL, V40, P19
[4]  
KIVINEN A, 1961, ANN ACAD SCI FENNI A, V2, P54
[5]  
LEIMU R, 1937, CHEM BER, V70, P1040
[6]  
MARCH J, ADV ORGANIC CHEM, P301
[7]  
MARCH J, ADV ORGANIC CHEM, P239
[8]   The reactivity of atoms and groups in organic compounds. VI. Fourth contribution on the carbon-chlorine bond: The rates of the reactions of benzoyl chloride and certain of its derivatives with isopropyl alcohol [J].
Norris, JF ;
Gregory, DV .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1928, 50 :1813-1816
[9]   The reactivity of atoms and groups in organic compounds XVIII The effect of the solvent on the rate of the reaction between benzoyl chloride and ethyl alcohol [J].
Norris, JF ;
Haines, EC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1935, 57 :1425-1427
[10]  
NORRIS JF, 1939, J AM CHEM SOC, V61, P1419