111510-96-4Relevant articles and documents
INVESTIGATION OF THE MECHANISM OF THE RECYCLIZATION OF FURANS TO THIOPHENES AND SELENOPHENES UNDER ACID-CATALYSIS CONDITIONS. 3. INVESTIGATION OF THE RECYCLIZATION OF HOMOLOGS AND FUNCTIONAL DERIVATIVES OF FURAN. QUANTUM-CHEMICAL CALCULATIONS OF THE OBJECTS OF THE RECYCLIZATION
Gubina, T. I.,Labunskaya, V. I.,Pankratov, A. N.,Trushin, S. A.,Kharchenko, V. G.
, p. 1393 - 1398 (1993)
The kinetics of the conversion of di-, tri-, and tetraalkylfurans to the corresponding thiophenes were investigated.A correlation between the reactivities and structures of the investigated furans was established.Quantum-chemical calculations of the objects of the recyclization were made.The calculated and experimental data on the reactivities of the investigated compounds were compared.The most likely pathway of the protonation of furans in their recyclization was determined on the basis of calculations of the total energies of the protonated forms.
Side-chain Effects on the Fragmentation Behaviour of Alkylthiophenes
Lange, D.,Budzikiewicz, H.
, p. 432 - 438 (2007/10/02)
The processes leading to the fragment ions formed from alkylthiophene molecule ions by benzylic cleavage without and with transfer of one hydrogen from the side-chain to the ring and the influence of additional methyl groups on the relative importance of these two fragmentation reactions were investigated.
MECHANISM OF RECYCLIZATION OF FURANS TO THIOPHENES AND SELENOPHENES UNDER ACID CATALYSIS. 1. KINETIC STUDIES OF THE REACTION OF 2,5-DIALKYLFURANS WITH HYDROGEN SULFIDE IN THE PRESENCE OF HYDROCHLORID ACID
Voronin, S. P.,Gubina, T. I.,Markushina, I. A.,Kharchenko, V. G.
, p. 1113 - 1117 (2007/10/02)
The transformation of 2,5-dialkylfurans to thiophene by reaction with hydrogen sulfide in the presence of hydrochloric acid was studied.The reaction was found to be first order with respect to the furan; the rate of consumption of the furan did not change with the increasing length of one of the alkyl substituents.Recrystalization in the presence of acid proceeds in two independent directions: through the formation of an intermediate dicarbonyl compound, and by direct conversion of the furan to a thiophene.Kinetic data showed that the reaction occurs mainly by the second route.
REACTION OF FURAN COMPOUNDS WITH HYDROGEN SULFIDE AND ASPECTS OF ITS APPLICATION
Kharchenko, V. G.,Gubina, T. I.,Voronin, S. P.,Markushina, I. A.
, p. 1170 - 1173 (2007/10/02)
The conversion of α-methylfuran, di-, and polyalkylfurans, and ethers, esters, ketones, and other derivatives of the furan series to the corresponding substituted thiophenes was realized under acid-catalysis conditions.
