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Chapter 28: Question 28.58 (page 1149)

Draw a stepwise mechanism for the following reaction.

Short Answer

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Answer

Step by step solution

01

Reactant

Reactants are starting material/substance/compound in the chemical reaction that takes part in the reaction which helps in the creation of the product.

It is always placed on the left side of the chemical reaction and reacts with the reagent to give products.

02

Formation of intermediate

When methyl-d-glucose is treated with benzaldehyde a compound is formed, then a base OH- attack to the compound removal of water molecule takes place which on protonation an intermediate is formed as shown below.

Formation of intermediate

03

Formation of methyl-4-6-O-benzylidene-d-glucose 

A water molecule is removed from the intermediate again OH- attack to the compound which forms methyl-4-6-O-benzylidene-d-glucose withH2O as a byproduct.

Formation of methyl-4-6-O-benzylidene-d-glucose

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Most popular questions from this chapter

Drawthe structure of:

(a) a polysaccharide formed by joining d-mannose units in 1→4-β-glycosidic linkages;

(b) a polysaccharide formed by joining d-glucose units in 1→6-α-glycosidic linkages.

The polysaccharide in (b) is dextran, a component of dental plaque.

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

What aldoses are formed when the following aldoses are subjected to the Kiliani-Fischer synthesis: (a) D-threose; (b) D-ribose; (c) D-galactose

Draw the α anomer of maltose. What products are formed on hydrolysis of this form of maltose?

How would you convert d-glucose into each compound? More than one step is required.

(a.)

(b.)

(c.)
See all solutions

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