Ruff degradation
Encyclopedia
In 1898, Otto Ruff
Otto Ruff
-Life:Otto Ruff was born in Schwäbisch Hall, Württemberg. After becoming an pharmacist under the supervision of Carl Magnus von Hell at the University of Stuttgart he joined the group of Hermann Emil Fischer at the University of Berlin. Fischer was noted for his work on carbohydrates and so Ruff...

 published his work on the transformation of D-Glucose to D-Arabinose later called the Ruff degradation.
In this reaction, D-Glucose is converted to D-Arabinose
Arabinose
Arabinose is an aldopentose – a monosaccharide containing five carbon atoms, and including an aldehyde functional group.For biosynthetic reasons, most saccharides are almost always more abundant in nature as the "D"-form, or structurally analogous to D-glyceraldehyde.For sugars, the D/L...

 . In this reaction, primarily terminal aldehyde group is converted to carboxylic
Carboxylic acid
Carboxylic acids are organic acids characterized by the presence of at least one carboxyl group. The general formula of a carboxylic acid is R-COOH, where R is some monovalent functional group...

 group, using selective oxidizing of aldehyde group using Bromine water Bromine water and then converted to gluconate ion. After it, Fe(OAc)3 with 30% of H2O2 is added.


Thus COO- ion will form CO2 and Stereo Selective compound will form. And below -CH2OH will convert to -CHO group, thus forming D-Arabinose. <No Image>
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