REACTION OF NITRILES WITH SOLVATED ELECTRONS .3.

被引:54
作者
ARAPAKOS, PG
SCOTT, MK
HUBER, FE
机构
[1] Biochemistry and Analytical Division, Battelle Memorial Institute, Columbus Laboratories, Columbus
关键词
D O I
10.1021/ja01036a033
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Study of the reaction of nitriles with solvated electrons demonstrated that reductive decyanation resulted from the interaction of primary, secondary, tertiary, and aromatic nitriles with solvated electrons generated from various sources. The reaction proceeds in high yields and is therefore attractive as a synthetic approach and as a new analytical procedure for the quantitative determination of tertiary nitriles. The reaction of 1,4-cyclohexanedicarbonitrile with solvated electrons seems to proceed via a 1,4 intradimerization. © 1969, American Chemical Society. All rights reserved.
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页码:2059 / &
相关论文
共 21 条
[1]   REACTION OF TERTIARY NITRILES WITH SOLVATED ELECTRONS [J].
ARAPAKOS, PG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (25) :6794-&
[2]  
ARAPAKOS PG, 1968, TETRAHEDRON LETT, P1975
[3]  
ARGUSS MS, 1941, IND ENG CHEM ANAL ED, V13, P69
[4]  
BEILSTEIN FK, HANDBUCH ORGANISCHER, V13, P315
[5]  
BENKESER RA, 1964, J AMER CHEM SOC, V86, P527
[6]   THE REDUCTION OF ORGANIC COMPOUNDS BY METAL-AMMONIA SOLUTIONS [J].
BIRCH, AJ .
QUARTERLY REVIEWS, 1950, 4 (01) :69-93
[7]   REDUCTION BY METAL AMINE SOLUTIONS - APPLICATIONS IN SYNTHESIS AND DETERMINATION OF STRUCTURE [J].
BIRCH, AJ ;
SMITH, H .
QUARTERLY REVIEWS, 1958, 12 (01) :17-33
[8]   THE PREPARATION OF DI-PHENYLACETONITRILE AND TRIPHENYLACETONITRILE AND THEIR CUPROUS HALIDE COMPLEXES [J].
BUDDE, WM ;
POTEMPA, SJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1952, 74 (01) :258-260
[9]   ELECTRON-TRANSFER REACTION OF RADICAL ANIONS WITH CHOLESTERYL AND CYCLOCHOLESTANYL CHLORIDES [J].
CRISTOL, SJ ;
BARBOUR, RV .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1966, 88 (18) :4262-&
[10]  
Elving Philip J., 1942, INDUST AND ENGINEER CHEM ANALYT ED, V14, P449, DOI 10.1021/i560106a001