Question 28.46 Convert each cyclic monosacchari... [FREE SOLUTION]

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Chapter 28: Question 28.46 (page 1148)

Convert each cyclic monosaccharide into its acyclic form.
(a.)
(b.)
(c.)
(d.)

Short Answer

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Answer

(a.)

(b.)

(c.)

(d.)

Step by step solution

Cyclic Monosaccharides

Cyclic monosaccharides are ring-shaped molecules with 5 or 6 carbon atoms or contain five carbons and one oxygen atom. These are converted into acyclic monosaccharides by drawing their Fischer projection.

Conversion of cyclic monosaccharides into acyclic form in a and b

a.) In the first step, place the CHO group on C1 and ${CH}_{2} OH$ on C6. As ${CH}_{2} OH$ is in the upward direction, it is D sugar, and we know D-sugar has an OH group on the right side at C5. Place the 鈥榰p鈥� groups on the left and 鈥榙own鈥� groups on the right.

Cyclic monosaccharide a. into acyclic form

b.) In the first step, place the CHO group on C1 and ${CH}_{2} OH$ on C6. As is in the downward direction, so it is L sugar, and we know L-sugar has an OH group on the left side at C5. Now, place the 鈥榰p鈥� groups on the left and 鈥榙own鈥� groups on the right.

Cyclic monosaccharide b. into acyclic form

Conversion of cyclic monosaccharides into acyclic form in C

C.) First, convert chair form into cyclic form and then draw its Fischer projection. In the first step, place the CHO group on C1 and ${CH}_{2} OH$ on C6. As is in the up direction, and so it is D sugar. D-sugar has an OH group on the right side at C5.

Now, place the 鈥榰p鈥� groups on the left and 鈥榙own鈥� groups on the right.

Cyclic monosaccharide c. into acyclic form