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Chapter 20: Q61P (page 985)

How many aldaric acids are obtained from the 16 aldohexoses?

Short Answer

Expert verified

There can be eight aldaric acids obtained from the sixteen aldohexoses. Aldohexose can be converted to aldaric acids by treating the aldohexoses with nitric acid.

Step by step solution

01

Number of aldaric acids formed from sixteen aldohexoses

Eight aldaric acids can be formed from the sixteen aldohexoses.These aldaric acids are from sixteen aldohexoses.

02

Step 2: Pairs of aldohexoses forming same aldaric acids

There are six pairs of aldohexoses which form same aldaric acids. They are:

  • D-allose and L-allose
  • D-galactose and L-galactose
  • D-altrose and D-talose
  • L-altrose and L-talose
  • D-gulose and L-glucose
  • L-gulose and D-glucose

These altogether form six aldaric acids.

The structures of these are given below:

  • Formation of aldaric acid of D-allose and L-allose

  • Formation of aldaric acid of D-galactose and L-galactose

  • Formation of aldaric acid of D-altrose and D-talose

  • Formation of aldaric acid of L-altrose and L-talose

  • Formation of aldaric acid of D-glucose and L-gulose

  • Formation of aldaric acid of L-glucose and D-gulose

Now, there are two more aldohexoses which form different aldaric acids. They are D-mannose and D-idose. Conversion of these aldohexoses to their corresponding aldaric acids is shown below:

Thus eight aldaric acids can be obtained from sixteen aldohexoses.

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Most popular questions from this chapter

What is the main structural difference between

a. amylose and cellulose?

b. amylose and amylopectin?

c. amylopectin and glycogen?

d. cellulose and chitin?

Indicate whether each of the following structures is D-glyceraldehyde or L-glyceraldehyde, assuming that the horizontal bonds point toward you and the vertical bonds point away from you (Section 4.7):

a.

b.

c.

How many stereoisomers are possible for

a. a ketoheptose? b. an aldoheptose? c. a ketotriose?

The specific rotation of α-d-galactose is 150.7 and that of b-d-galactose is 52.8. When an aqueous mixture that was initially 70% α-d-galactose and 30% β-d-galactose reaches equilibrium, the specific rotation is 80.2. What is the percentage of α-d-galactose and β-d galactose at equilibrium?

Draw each of the following:

  1. β-D-talopyranose c. α-D-tagatopyranose e. β-L-talopyranose

b. α-D-idopyranose d. β-D-psicofuranose f. α-L-tagatopyranose

See all solutions

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