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Title: Oxidation, reduction, and isomerization of allyl alcohol and 1-propanol over Cu[sub 2]O(100)

Abstract

The reactivity of allyl alcohol and 1-propanol has been studied with TDS and XPS on the polar, Cu[sup +]-terminated, Cu[sub 2]O(100) surface. Allyl alcohol reacts on the (100) surface to give selective and nonselective oxidation products (acrolein, CO, CO[sub 2], H[sub 2]O), an isomerization product (propionaldehyde), and a reduction product (propene). 1-Propanol also reacts on the (100) surface to give selective and nonselective oxidation products (acrolein, propionaldehyde, CO, CO[sub 2], H[sub 2]O) and a reduction product (propene). Both alcohols dissociatively adsorb to form alkoxides. The alkoxide species undergo hydride elimination on the carbon [alpha] to the oxygen to form the corresponding aldehydes. The acrolein and propionaldehyde formed from the alcohols are linked by a common surface enolate intermediate which explains the similarity in C[sub 3] products observed from the two alcohols. A low-temperature reaction to propene is attributed to pathways involving C-O bond scission from unsaturated surface oxygenates to give a surface allyl. Hydrogenation of the resulting allyl produces propene at low temperature. 28 refs., 6 figs., 2 tabs.

Authors:
;  [1]
  1. Virginia Polytechnic Inst. and State Univ., Blacksburg (United States)
Publication Date:
OSTI Identifier:
6305907
Resource Type:
Journal Article
Journal Name:
Journal of Physical Chemistry; (United States)
Additional Journal Information:
Journal Volume: 97:3; Journal ID: ISSN 0022-3654
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY; ALCOHOLS; ISOMERIZATION; OXIDATION; REDUCTION; COPPER OXIDES; CATALYTIC EFFECTS; ACROLEIN; ALDEHYDES; ALKOXIDES; CARBON; DESORPTION; HYDROGENATION; MILLER INDICES; OXYGEN; REACTIVITY; SURFACE PROPERTIES; CHALCOGENIDES; CHEMICAL REACTIONS; COPPER COMPOUNDS; ELEMENTS; HYDROXY COMPOUNDS; NONMETALS; ORGANIC COMPOUNDS; OXIDES; OXYGEN COMPOUNDS; SORPTION; TRANSITION ELEMENT COMPOUNDS; 400201* - Chemical & Physicochemical Properties

Citation Formats

Schulz, K H, and Cox, D F. Oxidation, reduction, and isomerization of allyl alcohol and 1-propanol over Cu[sub 2]O(100). United States: N. p., 1993. Web. doi:10.1021/j100105a019.
Schulz, K H, & Cox, D F. Oxidation, reduction, and isomerization of allyl alcohol and 1-propanol over Cu[sub 2]O(100). United States. https://doi.org/10.1021/j100105a019
Schulz, K H, and Cox, D F. 1993. "Oxidation, reduction, and isomerization of allyl alcohol and 1-propanol over Cu[sub 2]O(100)". United States. https://doi.org/10.1021/j100105a019.
@article{osti_6305907,
title = {Oxidation, reduction, and isomerization of allyl alcohol and 1-propanol over Cu[sub 2]O(100)},
author = {Schulz, K H and Cox, D F},
abstractNote = {The reactivity of allyl alcohol and 1-propanol has been studied with TDS and XPS on the polar, Cu[sup +]-terminated, Cu[sub 2]O(100) surface. Allyl alcohol reacts on the (100) surface to give selective and nonselective oxidation products (acrolein, CO, CO[sub 2], H[sub 2]O), an isomerization product (propionaldehyde), and a reduction product (propene). 1-Propanol also reacts on the (100) surface to give selective and nonselective oxidation products (acrolein, propionaldehyde, CO, CO[sub 2], H[sub 2]O) and a reduction product (propene). Both alcohols dissociatively adsorb to form alkoxides. The alkoxide species undergo hydride elimination on the carbon [alpha] to the oxygen to form the corresponding aldehydes. The acrolein and propionaldehyde formed from the alcohols are linked by a common surface enolate intermediate which explains the similarity in C[sub 3] products observed from the two alcohols. A low-temperature reaction to propene is attributed to pathways involving C-O bond scission from unsaturated surface oxygenates to give a surface allyl. Hydrogenation of the resulting allyl produces propene at low temperature. 28 refs., 6 figs., 2 tabs.},
doi = {10.1021/j100105a019},
url = {https://www.osti.gov/biblio/6305907}, journal = {Journal of Physical Chemistry; (United States)},
issn = {0022-3654},
number = ,
volume = 97:3,
place = {United States},
year = {Thu Jan 21 00:00:00 EST 1993},
month = {Thu Jan 21 00:00:00 EST 1993}
}