Vibrational study of 1,2,4-triazole-thione and its N-methyl derivatives. Tautomerism and association

被引:19
作者
Elhajji, A [1 ]
Ouijja, N [1 ]
Idrissi, MS [1 ]
GarrigouLagrange, C [1 ]
机构
[1] CTR RECH PAUL PASCAL, F-33405 TALENCE, FRANCE
关键词
association; tautomerism; 1,2,4-Triazole-thione and N-methyl derivatives; vibrational spectra; SPECTRA; IMIDAZOLINE-2-THIONE;
D O I
10.1016/S1386-1425(96)01841-0
中图分类号
O433 [光谱学];
学科分类号
0703 ; 070302 ;
摘要
The vibrational spectra of triazole-thione. 1-methyl-triazole-thione, 4-methyl-triazole-thione, 1,4-dimethyl-triazolethione and their deuterated homologues have been studied in the range 4000-200 cm(-1). An assignment of the normal modes is proposed. From this analysis. we conclude that triazole-thione and its N-methyl derivatives exist in only one tautomeric form in the solid state. The comparison of the vibrational spectra in the solid state of 4-methyl-triazolethione with those of solutions in various polar solvents enables us to explain the presence of two absorptions assigned to gamma(CH) and gamma(NH) modes of this molecule by CH and NH groups in different environments. (C) 1997 Elsevier Science B.V.
引用
收藏
页码:699 / 706
页数:8
相关论文
共 19 条
[1]   TRIAZOLES .12. STRUCTURE OF 1,2,4-TRIAZOLINETHIONES [J].
BLACKMAN, AJ ;
POLYA, JB .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1971, (05) :1016-&
[2]   ELECTRON-IMPACT STUDIES .69. MASS-SPECTRA OF 1,2,4-TRIAZOLES .1. METHYL-1,2,4-TRIAZOLINE-5-THIONES AND PHENYL-1,2,4-TRIAZOLINE-5-THIONES [J].
BLACKMAN, AJ ;
BOWIE, JH .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1972, 25 (02) :335-&
[3]  
BOJARSKAOLEJNIK E, 1986, B POL ACAD SCI-CHEM, V34, P289
[4]   TENTATIVE ASSIGNMENT OF FUNDAMENTAL VIBRATIONS OF THIOCARBOXYLATES AND SELENOCARBOXYLATES .5. ETHYLENE TRITHIOCARBONATE [J].
BORCH, G ;
HENRIKSEN, L ;
NIELSEN, PH ;
KLABOE, P .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 1973, A 29 (06) :1109-1119
[5]   1,2,4-TRIAZOLE - VIBRATIONAL-SPECTRA, NORMAL COORDINATE CALCULATIONS, AND HYDROGEN-BONDING [J].
BOUGEARD, D ;
LECALVE, N ;
SAINTROCH, B ;
NOVAK, A .
JOURNAL OF CHEMICAL PHYSICS, 1976, 64 (12) :5152-5164
[6]   VIBRATIONAL ASSIGNMENTS OF 5-MEMBERED HETEROCYCLIC-COMPOUNDS - NORMAL VIBRATIONS OF OXAZOLIDINE-2-ONE AND OXAZOLIDINE-2-THIONE [J].
DEVILLANOVA, FA ;
VERANI, G ;
GAYATHRIDEVI, KR ;
SATHYANARAYANA, DN .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 1980, 36 (02) :199-204
[7]  
ELHAJJI A, IN RPESS
[8]  
GUPTA BK, 1977, INDIAN J CHEM A, V15, P624
[9]   VIBRATIONAL-SPECTRA OF SOME N-METHYLBROMO-1,2,4-TRIAZOLES [J].
IDRISSI, MS ;
SENECHAL, M ;
SAUVAITRE, H ;
GARRIGOULAGRANGE, C .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1983, 61 (09) :2133-2136
[10]  
IDRISSI MS, 1981, J CHIM PHYS PCB, V78, P511