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Chapter 28: Question 28.56 (page 1149)

Which d-aldopentoses are reduced to optically inactive alditols using NaBH4,CH3OH?

Short Answer

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Answer

D-ribose and D-xylose are the two d-aldopentose that reduce to optically inactive alditols usingNaBH4,CH3OH .

Step by step solution

01

Optically inactive compound

The compound is inactive which means it is incapable of rotation of the plane-polarized light of plane, i.e., achiral compound. Aldopentose is a type of sugar that contains the aldehyde group.

02

D-ribose

D-ribose treated with NaBH4 followed by CH3OHforms a compound which forms an optically inactive alditol.

Reduction of D-ribose to optically inactive alditol

03

D-xylose

D-xylose treated with NaBH4 followed byCH3OH forms a compound which forms an optically inactive alditol.

Reduction of D-xylose to optically inactive alditol

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Most popular questions from this chapter

Classify each compound as identical to A or its enantiomer.

(a.)

(b.)

(c.)

Draw a stepwise mechanism for the following hydrolysis.

What products are formed when each compound is treated with aqueous acid?

(a.)

(b.)

(c.)

Consider the following six compounds (A-F).

How are the two compounds in each pair related? Choose from enantiomers, epimers, diastereomers but not epimers, constitutional isomers, and identical compounds.

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  2. A and C
  3. B and C
  4. A and D
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Convert each compound to a Fischer projection and label each stereogenic center as R or S.

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