Transformation of cis- and trans-2,3-dimethyloxiranes on a Cu/SiO2 catalyst

András Fási, F. Notheisz, M. Bartók

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

Transformation of cis- and trans-2,3-dimethyloxiranes on a copper catalyst was studied at 363 K at various hydrogen pressures as well as in the presence of deuterium, in a recirculating reactor. The main reactions are hydrogenolysis, isomerization, and deoxygenation (2-butanol, 2-butanone, and 2-butenes are formed). In the course of transformation, the surface of the catalyst is oxidized via deoxygenation, leading to the generation of Lewis acid-base ion pairs. 2-Butanol and 2-butenes are formed on Cu(O) atoms while the formation of 2-butanone occurs mainly on copper ions. Differences between the reactivities of the oxirane isomers and the characteristic features of the mechanism of the three reactions observed are discussed in detail. Finally, experimental observations are compared with the transformation of cis- and trans-1,2-dimethylcyclopropanes under similar conditions.

Original languageEnglish
Pages (from-to)114-119
Number of pages6
JournalJournal of Catalysis
Volume169
Issue number1
Publication statusPublished - 1997

Fingerprint

Butenes
deoxygenation
Copper
butenes
Ions
catalysts
Ethylene Oxide
Lewis Acids
Hydrogenolysis
Catalysts
Deuterium
Isomerization
Isomers
Hydrogen
hydrogenolysis
copper
Atoms
isomerization
deuterium
ions

ASJC Scopus subject areas

  • Catalysis
  • Process Chemistry and Technology

Cite this

Transformation of cis- and trans-2,3-dimethyloxiranes on a Cu/SiO2 catalyst. / Fási, András; Notheisz, F.; Bartók, M.

In: Journal of Catalysis, Vol. 169, No. 1, 1997, p. 114-119.

Research output: Contribution to journalArticle

@article{c3adda7a950f4408988d28adc0f1c09d,
title = "Transformation of cis- and trans-2,3-dimethyloxiranes on a Cu/SiO2 catalyst",
abstract = "Transformation of cis- and trans-2,3-dimethyloxiranes on a copper catalyst was studied at 363 K at various hydrogen pressures as well as in the presence of deuterium, in a recirculating reactor. The main reactions are hydrogenolysis, isomerization, and deoxygenation (2-butanol, 2-butanone, and 2-butenes are formed). In the course of transformation, the surface of the catalyst is oxidized via deoxygenation, leading to the generation of Lewis acid-base ion pairs. 2-Butanol and 2-butenes are formed on Cu(O) atoms while the formation of 2-butanone occurs mainly on copper ions. Differences between the reactivities of the oxirane isomers and the characteristic features of the mechanism of the three reactions observed are discussed in detail. Finally, experimental observations are compared with the transformation of cis- and trans-1,2-dimethylcyclopropanes under similar conditions.",
author = "Andr{\'a}s F{\'a}si and F. Notheisz and M. Bart{\'o}k",
year = "1997",
language = "English",
volume = "169",
pages = "114--119",
journal = "Journal of Catalysis",
issn = "0021-9517",
publisher = "Academic Press Inc.",
number = "1",

}

TY - JOUR

T1 - Transformation of cis- and trans-2,3-dimethyloxiranes on a Cu/SiO2 catalyst

AU - Fási, András

AU - Notheisz, F.

AU - Bartók, M.

PY - 1997

Y1 - 1997

N2 - Transformation of cis- and trans-2,3-dimethyloxiranes on a copper catalyst was studied at 363 K at various hydrogen pressures as well as in the presence of deuterium, in a recirculating reactor. The main reactions are hydrogenolysis, isomerization, and deoxygenation (2-butanol, 2-butanone, and 2-butenes are formed). In the course of transformation, the surface of the catalyst is oxidized via deoxygenation, leading to the generation of Lewis acid-base ion pairs. 2-Butanol and 2-butenes are formed on Cu(O) atoms while the formation of 2-butanone occurs mainly on copper ions. Differences between the reactivities of the oxirane isomers and the characteristic features of the mechanism of the three reactions observed are discussed in detail. Finally, experimental observations are compared with the transformation of cis- and trans-1,2-dimethylcyclopropanes under similar conditions.

AB - Transformation of cis- and trans-2,3-dimethyloxiranes on a copper catalyst was studied at 363 K at various hydrogen pressures as well as in the presence of deuterium, in a recirculating reactor. The main reactions are hydrogenolysis, isomerization, and deoxygenation (2-butanol, 2-butanone, and 2-butenes are formed). In the course of transformation, the surface of the catalyst is oxidized via deoxygenation, leading to the generation of Lewis acid-base ion pairs. 2-Butanol and 2-butenes are formed on Cu(O) atoms while the formation of 2-butanone occurs mainly on copper ions. Differences between the reactivities of the oxirane isomers and the characteristic features of the mechanism of the three reactions observed are discussed in detail. Finally, experimental observations are compared with the transformation of cis- and trans-1,2-dimethylcyclopropanes under similar conditions.

UR - http://www.scopus.com/inward/record.url?scp=0040756508&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0040756508&partnerID=8YFLogxK

M3 - Article

AN - SCOPUS:0040756508

VL - 169

SP - 114

EP - 119

JO - Journal of Catalysis

JF - Journal of Catalysis

SN - 0021-9517

IS - 1

ER -