Thermochemical study of 2-and 3-alkyl substituted thiophenes

被引:43
作者
da Silva, M. A. V. Ribeiro [1 ]
Santos, Ana Filipa L. O. M. [1 ]
机构
[1] Univ Porto, Ctr Invest Quim, Dept Chem, Fac Sci, P-4169007 Oporto, Portugal
关键词
2-alkylthiophenes; 3-alkylthiophenes; Calvet microcalorimetry; combustion calorimetry; enthalpy of combustion; enthalpy of formation; enthalpy of vaporization; thiophene;
D O I
10.1007/s10973-006-8326-3
中图分类号
O414.1 [热力学];
学科分类号
摘要
The standard (p(0)=0.1 MPa) molar enthalpies of formation, in the condensed phase, of nine linear-alkyl substituted thiophenes, six in position 2- and three in position 3-, at T=298.15 K, were derived from the standard massic energies of combustion, in oxygen, to yield CO2(g) and H2SO4 center dot 115H(2)O(aq), measured by rotating-bomb combustion calorimetry. The standard molar enthalpies of vaporization of these compounds were measured by high temperature Calvet Microcalorimetry, so their standard molar enthalpies of formation, in the gaseous phase, were derived. The results are discussed in terms of structural contributions to the energetics of the alkyl-substituted thiophenes, and empirical correlations are suggested for the estimation of the standard molar enthalpies of formation, at T=298.15 K, for 2- and 3-alkyl-substituted thiophenes, both in the condensed and in the gaseous phases.
引用
收藏
页码:7 / 17
页数:11
相关论文
共 60 条
[1]  
ABEREM MB, 2004, TETRAHEDRON, V60, P11169
[2]   THERMOCHEMISTRY OF ARENE CHROMIUM TRICARBONYLS AND STRENGTHS OF ARENE-CHROMIUM BONDS [J].
ADEDEJI, FA ;
BROWN, DLS ;
CONNOR, JA ;
LEUNG, ML ;
PAZANDRADE, IM ;
SKINNER, HA .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1975, 97 (02) :221-228
[3]  
*ALDR, 2003, HDB FIN CHEM LAB EQ
[4]   The versatile thiophene: An overview of recent research on thiophene-based materials [J].
Barbarella, G ;
Melucci, M ;
Sotgiu, G .
ADVANCED MATERIALS, 2005, 17 (13) :1581-1593
[5]   Efficient electroluminescence in regioregular polyalkylthiophene light-emitting diodes [J].
Barta, P ;
Sanetra, J ;
Zagorska, M .
SYNTHETIC METALS, 1998, 94 (01) :119-121
[6]   Investigation of the inhibitive effect of triphenyltin 2-thiophene carboxylate on corrosion of steel in 2 M H3PO4 solutions [J].
Benabdellah, M. ;
Aouniti, A. ;
Dafali, A. ;
Hammouti, B. ;
Benkaddour, M. ;
Yahyi, A. ;
Ettouhami, A. .
APPLIED SURFACE SCIENCE, 2006, 252 (23) :8341-8347
[7]   Synthesis, characterization and crystal structures of three diverse copper(II) complexes with thiophene-2,5-dicarboxylic acid and 1,10-phenanthroline [J].
Chen, BL ;
Mok, KF ;
Ng, SC ;
Feng, YL ;
Liu, SX .
POLYHEDRON, 1998, 17 (23-24) :4237-4247
[8]  
Coops J., 1956, EXPT THERMOCHEMISTRY, V1
[9]  
Cox J.D., 1989, CODATA KEY VALUES TH
[10]   THERMODYNAMIC PROPERTIES OF FLUORINE COMPOUNDS .1. HEATS OF COMBUSTION OF P-FLUOROBENZOIC ACID PENTAFLUOROBENZOIC ACID HEXAFLUOROBENZENE + DECAFLUOROCYCLOHEXENE [J].
COX, JD ;
GUNDRY, HA ;
HEAD, AJ .
TRANSACTIONS OF THE FARADAY SOCIETY, 1964, 60 (4964) :653-&