ELECTROREDUCTION OF 3,4-DIPHENYL-1,2,5-THIADIAZOLE-1,1-DIOXIDE IN ACETONITRILE SOLUTION AND REACTIONS WITH PROTON DONORS

被引:14
作者
MIRIFICO, MV
CARAM, JA
VASINI, EJ
机构
[1] Instituto de investigaciones Fisicoquimicas Teoricas y Aplicadas (INIFTA), Facultad de Ciencias Exactas, Universidad Nacional de la Plata, 1900 La Plata, Casilla de Correo 16
关键词
ELECTROREDUCTION; THIADIAZOLE DERIVATIVES; 3,4-DIPHENYL-1,2,5-THIADIAZOLE-1,1-DIOXIDE; CYCLIC VOLTAMMETRY;
D O I
10.1016/0013-4686(91)85197-F
中图分类号
O646 [电化学、电解、磁化学];
学科分类号
081704 ;
摘要
The electroreduction of 3,4-diphenyl-1,2,5-thiadiazole-1,1-dioxide (T) has been investigated in acetonitrile solutions containing LiClO4 as the supporting electrolyte by cyclic voltammetry and bulk electrolysis techniques. T is reduced successively to T.- and to T2- at ca -0.8 V vs Ag/Ag+. The potential difference between the two charge transfers reactions is -0.062 V. The presence of Li+ ion stabilizes the T2- dianion. The addition of trifluoroacetic or benzoic acid in sufficient concentration allows observation of the electroreduction of TH+. The basic equilibrium constant of T to form TH+, estimated from peak potential displacement, is 8 x 10(13). The product of voltammetric T electroreduction in the presence of proton donors is the corresponding thiadiazoline (TH2).
引用
收藏
页码:167 / 171
页数:5
相关论文
共 17 条
[1]  
AALTAD B, 1982, J ELECTROANAL CHEM, V136, P251
[2]   HETEROCYCLES CONTAINING THE SULFAMIDE MOIETY [J].
ARAN, VJ ;
GOYA, P ;
OCHOA, C .
ADVANCES IN HETEROCYCLIC CHEMISTRY, 1988, 44 :81-197
[3]   CAPILLARY DIFFUSION MEASUREMENTS USING FLUORESCENCE ANALYSIS - D-VALUES OF SOME ELECTROCHEMICALLY IMPORTANT SYSTEMS [J].
BACON, J ;
ADAMS, RN .
ANALYTICAL CHEMISTRY, 1970, 42 (04) :524-&
[4]  
BAUMGARTEL H, 1984, ENCY ELECTROCHEMISTR, V15, P168
[5]  
Coetzee J. F., 1967, PROGR PHYS ORG CHEM, V4, P45
[6]  
Feldberg S. W., 1969, ELECTROANALYTICAL CH, V3, P199
[7]   CONDUCTANCE OF TETRA-ETHYLAMMONIUM AND SODIUM TRIFLUORACETATE AND TRIFLUORACETIC ACID IN ACETONITRILE SOLUTIONS [J].
FORCIER, GA ;
OLVER, JW .
ELECTROCHIMICA ACTA, 1970, 15 (10) :1609-&
[8]  
JASINSKI T, 1978, CROAT CHEM ACTA, V51, P1
[9]   EFFECT OF WATER AND SOME OTHER HYDROGEN BOND DONORS AND ACCEPTORS ON PAH IN ACETONITRILE OF MIXTURES OF ACIDS AND THEIR SALTS [J].
KOLTHOFF, IM ;
CHANTOON.MK .
ANALYTICAL CHEMISTRY, 1967, 39 (10) :1080-&
[10]  
Ling-Chung S.K., 1988, J ELECTROANAL CHEM, V250, P373, DOI 10.1016/0022-0728(88)85177-5.