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.

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.

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

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

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.

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