Deuteration of 4-t-butyl-1-cyclohexenyl methyl ether catalyzed by platinum metals: evidence for staggered. cap alpha beta. -diadsorbed intermediates
Journal Article
·
· J. Catal.; (United States)
Deuteration of 4-t-butyl-1-cyclohexenyl methyl ether was carried out at 80/sup 0/C in cyclohexane under pressure. Over Ru, Rh, and Pd, the reaction products consisted almost entirely of the cis and trans mixtures of the corresponding saturated ethers (cis- and trans-4-t-butyl-1-cyclohexyl methyl ether), whereas over Os, Ir, and Pt, hydrogenolysis to t-butylcyclohexane was not negligible. The isomeric mixtures were separated and analyzed for isotopic distributions by mass spectrometry (MS) and for deuterium positions whthin each molecule by NMR spectroscopy. With most catalysts, the MS-determined isotopic distribution pattern for the cis ether was quite different from that of the trans ether. Also the NMR-based deuterium distributions were markedly different between these isomers. These dissimilarities can be best explained by assuming a few staggered ..cap alpha beta..-diadsorbed species as intermediates in enol ether hydrogenation. 2 figures, 4 tables.
- Research Organization:
- Inst. of Physical and Chemical Research, Saitama, Japan
- OSTI ID:
- 6644447
- Journal Information:
- J. Catal.; (United States), Journal Name: J. Catal.; (United States) Vol. 63:1; ISSN JCTLA
- Country of Publication:
- United States
- Language:
- English
Similar Records
Structure and reactivity. I. Deuteration of substituted cyclohexenes: stereoselectivity of addition and exchange in the homoallylic position
Separation of methyl t-butyl ether from hydrocarbons by extractive distillation
Solubility of anthracene in binary alkane + methyl tert-butyl ether solvent mixtures at 298.15 K
Journal Article
·
Thu Mar 31 23:00:00 EST 1977
· J. Catal.; (United States)
·
OSTI ID:7260347
Separation of methyl t-butyl ether from hydrocarbons by extractive distillation
Patent
·
Tue Apr 28 00:00:00 EDT 1987
·
OSTI ID:6489119
Solubility of anthracene in binary alkane + methyl tert-butyl ether solvent mixtures at 298.15 K
Journal Article
·
Sun Sep 01 00:00:00 EDT 1996
· Journal of Chemical and Engineering Data
·
OSTI ID:378037
Related Subjects
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400301* -- Organic Chemistry-- Chemical & Physicochemical Properties-- (-1987)
ALCOHOLS
ALKANES
CATALYSTS
CHEMICAL REACTIONS
CYCLOALKANES
CYCLOHEXANE
DEUTERATION
DEUTERIUM
ELEMENTS
ENOLS
ETHERS
HYDROCARBONS
HYDROGEN ISOTOPES
HYDROGENATION
HYDROXY COMPOUNDS
IRIDIUM
ISOMER SHIFT
ISOTOPES
LIGHT NUCLEI
MAGNETIC RESONANCE
MASS SPECTROSCOPY
MEDIUM TEMPERATURE
METALS
METHYL ETHER
NUCLEAR MAGNETIC RESONANCE
NUCLEI
ODD-ODD NUCLEI
ORGANIC COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
OSMIUM
PALLADIUM
PLATINUM
PLATINUM METALS
REACTION INTERMEDIATES
REFRACTORY METALS
RESONANCE
RHODIUM
RUTHENIUM
SPECTROSCOPY
STABLE ISOTOPES
TRANSITION ELEMENTS
400301* -- Organic Chemistry-- Chemical & Physicochemical Properties-- (-1987)
ALCOHOLS
ALKANES
CATALYSTS
CHEMICAL REACTIONS
CYCLOALKANES
CYCLOHEXANE
DEUTERATION
DEUTERIUM
ELEMENTS
ENOLS
ETHERS
HYDROCARBONS
HYDROGEN ISOTOPES
HYDROGENATION
HYDROXY COMPOUNDS
IRIDIUM
ISOMER SHIFT
ISOTOPES
LIGHT NUCLEI
MAGNETIC RESONANCE
MASS SPECTROSCOPY
MEDIUM TEMPERATURE
METALS
METHYL ETHER
NUCLEAR MAGNETIC RESONANCE
NUCLEI
ODD-ODD NUCLEI
ORGANIC COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
OSMIUM
PALLADIUM
PLATINUM
PLATINUM METALS
REACTION INTERMEDIATES
REFRACTORY METALS
RESONANCE
RHODIUM
RUTHENIUM
SPECTROSCOPY
STABLE ISOTOPES
TRANSITION ELEMENTS