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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

Draw a Fischer projection of the monosaccharide from which each of the following glycosides was prepared.

For D-arabinose:

  1. Draw its enantiomer.
  2. Draw an epimer at C3.
  3. Draw a diastereomer that is not an epimer.
  4. Draw a constitutional isomer that still contains a carbonyl group.

What glycosides are formed when each monosaccharide is treated with CH3CH2OH, HCl:

(a) 尾-D-Mannose; (b)伪-D-glucose ; (c) 尾-D-fructose ?

(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?

What two aldohexoses yield d-arabinose upon Wohl degradation?
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