Given D-Glucose. The compound(s),which on rea | vedclass

Name: Exam Paper Generator | JEE NEET Paper Generator | Vedclass
Brand: Vedclass
Rating: 5 (35 reviews)

Question

(B) The reaction of an aldose with $HNO_3$ (nitric acid) oxidizes both the terminal aldehyde group and the terminal primary alcohol group to carboxyli

Vedclass · Accepted Answer

$C, D$

Vedclass · Answer

(B) The reaction of an aldose with $HNO_3$ (nitric acid) oxidizes both the terminal aldehyde group and the terminal primary alcohol group to carboxylic acid groups,forming a dicarboxylic acid (saccharic acid).$D$-Glucose gives a product with $[\alpha]_{D} = +52.7^{\circ}$.The enantiomer of this product will have an equal and opposite optical rotation,i.e.,$[\alpha]_{D} = -52.7^{\circ}$.To obtain the enantiomer of the product formed from $D$-Glucose,we must start with the enantiomer of $D$-Glucose,which is $L$-Glucose,or any sugar that oxidizes to the enantiomer of the product formed from $D$-Glucose.Looking at the structures provided:Compound $(C)$ is $L$-Gulose.Compound $(D)$ is $L$-Glucose.Both $L$-Gulose and $L$-Glucose,upon oxidation with $HNO_3$,yield dicarboxylic acids that are enantiomers of the product formed from $D$-Glucose,thus exhibiting a rotation of $-52.7^{\circ}$.Therefore,the correct compounds are $(C)$ and $(D)$.

Given $D$-Glucose. The compound$(s)$,which on reaction with $HNO_3$ will give the product having degree of rotation,$[\alpha]_{D}=-52.7^{\circ}$ is (are)

Similar Questions

Which of the following compounds will behave as a reducing sugar in an aqueous $KOH$ solution?

The sugar present in $DNA$ is:

Which of the following does not undergo hydrolysis to yield aldoses and ketoses?

Which of the following is not a biopolymer?

Assertion : Hydrolysis of sucrose is known as inversion of cane sugar.
Reason : Sucrose is a disaccharide.

Vedclass Test Series

Exam Paper Generator

Online Exam Module