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Chapter 28: Question 28.54 (page 1149)

What products are formed when each compound is subjected to a Kiliani鈥揊ischer synthesis?

(a.)

(b.)

Short Answer

Expert verified

Answer

(a.)

(b.)

Step by step solution

01

Kiliani-Fischer synthesis

In the Kiliani-Fischer reaction, the monosaccharide is synthesized by the addition of new chiral carbon to the open-chain aldehyde. Kiliani-Fischer increases the length of the chain.

02

Kiliani-Fischer synthesis of reactant a

(a) When ribose is subjected to Kiliani-Fischer, we get the following structures.

Product formation from reactant a

03

Kiliani-Fischer synthesis of reactant b

(b) When glucose is subjected to Kiliani-Fischer, we get the following structures.

Product formation from reactant b

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Most popular questions from this chapter

Which aldoses are oxidized to optically inactive aldaric acids: (a) D-erythrose; (b) D-lyxose; (c) D-galactose?

Convert each compound to a Fischer projection and label each stereogenic center as R or S.

(a.)

(b.)

(c.)

(d.)

(e.)

(f.)

(a) Why can鈥檛 two purine bases (A and G) form a base pair and hydrogen bond to each other on two strands of DNA in the double helix? (b) Why is hydrogen bonding between guanine and cytosine more favorable than hydrogen bonding between guanine and thymine?

Draw the structures of the nucleosides formed from each of the following components: (a) ribose + uracil; (b) 2-deoxyribose + guanine.

(a) Convert each cyclic monosaccharide into a Fischer projection of its acyclic form. (b) Name each monosaccharide. (c) Label the anomer as 伪 or 尾.
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