HYDROGENOLYSIS OF CARBOHYDRATES: V. ISOMERIZATION OF METHYL β-L-ARABOPYRANOSIDE

1958 ◽  
Vol 36 (6) ◽  
pp. 921-925 ◽  
Author(s):  
A. S. Perlin ◽  
E. Von Rudloff ◽  
A. P. Tulloch
Keyword(s):  
Chromium Oxide ◽  
Oxide Catalyst ◽  
Starting Material ◽  
Reaction Conditions ◽  
Copper Chromium ◽  
Cis And Trans

Treatment of methyl β-L-arabopyranoside under hydrogenolytic conditions with copper chromium oxide catalyst induces extensive isomerization. Products formed include glycosides of D-ribose, D-xylose, D-lyxose, and L-lyxose which together represent about an 80–90% conversion of starting material. Isolation of these compounds shows that carbons 2, 3, and 4 undergo isomerization, but no evidence has been obtained of anomerization. These findings possibly explain the formation of an optically inactive mixture of cis- and trans-tetrahydropyran-3,4-diol under slightly more drastic reaction conditions.

HYDROGENOLYSIS OF CARBOHYDRATES: IV. 1,2-O-ISOPROPYLIDENE-D-GLUCOFURANOSE

1958 ◽  
Vol 36 (4) ◽  
pp. 661-666 ◽  
Author(s):  
P. A. J. Gorin ◽  
A. S. Perlin
Keyword(s):  
Chromium Oxide ◽  
Oxide Catalyst ◽  
Specific Activity ◽  
Starting Material ◽  
Reaction Conditions ◽  
Copper Chromium ◽  
Total Specific Activity

1,2-O-isopropylidene-D-glucofuranose was treated with hydrogen at 180 °C. and 2900 p.s.i. using copper chromium oxide catalyst and dioxane as solvent. The major isolated products were a hexanediol (2.4%), a mixture of hexanetriols (6.5%), a hexanetetrol (4.3%), and an isopropylidene-aldohexose (4.2%) which differed from the starting material. The latter product yielded L-idose on hydrolysis, showing clearly that isomerization of carbon 5 of monoacetone-D-glucose occurs under the reaction conditions used.The diol and the major components of the triol mixture were found to possess a 1,2-glycol group which was derived mainly from the 5,6-glycol group of the original monoacetone-D-glucose. Thus, hydrogenolysis of 1,2-O-isopropylidene-D-glucofuranose-l-C14 afforded the 1,2-hexanediol and mixed triols containing only about 30% of the total specific activity in carbon 1. The tetrol was shown to be 1,2,5,6-hexanetetrol. The results suggest that the carbon–oxygen bonds at carbons 5 and 6 of isopropylidene-D-glucose are least prone to hydrogenolysis and that those at carbons 3 and 4 are most readily cleaved.

Reactions of nitrogen oxides (NO, N2O) with the surface of a copper-chromium oxide catalyst

1985 ◽  
Vol 21 (3) ◽  
pp. 324-329 ◽  
Author(s):  
R. P. Gura ◽  
V. M. Vlasenko ◽  
V. A. Kuznetsov ◽  
V. V. Raksha
Keyword(s):  
Nitrogen Oxides ◽  
Chromium Oxide ◽  
Oxide Catalyst ◽  
Copper Chromium

Study of copper-chromium oxide catalyst

1985 ◽  
Vol 59 (2) ◽  
pp. 190-200 ◽  
Author(s):  
F. Hanic ◽  
I. Horváth ◽  
G. Plesch ◽  
Ľ. Gáliková
Keyword(s):  
Chromium Oxide ◽  
Oxide Catalyst ◽  
Copper Chromium

HYDROGENOLYSIS OF CARBOHYDRATES: IX. FORMATION OF 2,6-ANHYDRO-β-D-FRUCTOFURANOSE AND ETHYL α- AND β-D-FRUCTOFURANOSIDE FROM SUCROSE

1960 ◽  
Vol 38 (11) ◽  
pp. 2178-2186 ◽  
Author(s):  
H. R. Goldschmid ◽  
A. S. Perlin
Keyword(s):  
Chromium Oxide ◽  
Oxide Catalyst ◽  
New Type ◽  
Copper Chromium ◽  
Derivatives Of

A compound formed during the hydrogenolysis of sucrose in ethanol or dioxane at 180 °C, in the presence of copper chromium oxide catalyst, has been characterized as 2,6-anhydro-β-D-fructofuranose (2,5-anhydro-α-D-fructopyranose), a new type of anhydro-ketose. Ethyl α- and β-D-fructofuranosides are also produced when the hydrogenolysis reaction is carried out in ethanol, and various derivatives of these anomeric ketosides have been prepared.

scholarly journals Studies on Activities of Copper Chromium Oxide Catalyst Reduced in Oil Phase

1964 ◽  
Vol 84 (8) ◽  
pp. 729-732
Author(s):  
Tsugio Okada ◽  
Ryoichi Miyake
Keyword(s):  
Chromium Oxide ◽  
Oxide Catalyst ◽  
Copper Chromium
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