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Chapter 28: Question 28.37 (page 1147)

Convert each ball-and-stick model to a Fischer projection.

(a.)

(b.)

Short Answer

Expert verified

Answer

(a.) Fischer Projection formula of compound a.

(b.) Fischer Projection formula of compound b.

Step by step solution

01

Ball and Stick conformation

It represents the most staggered conformation. To convert it into Fischer projection, it should be converted into less stable eclipsed conformation.

The following steps are followed:

  • Redraw the model as a skeletal structure and rotate it to place the carbonyl group at the top.
  • Convert the staggard form to eclipsed form.
  • Redraw the structure into wedge form.
  • Then draw Fischer projection formula from it.
02

The Fischer projection formula of compound in a.

The detailed conversion of compound a into Fisher projection is as shown:

Fischer Projection formula of compound a.

03

The Fischer projection formula of compound in b.

The detailed conversion of compound b. into Fisher projection is as shown:

Fischer Projection formula of compound b.

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Most popular questions from this chapter

Draw the products formed when 伪-D-glucoseis treated with each reagent.

a.CH3I,Ag2O

b.CH3OH,HCl

c. Ac2O, pyridine

d. The product in (a), thenH3O+

e. The product in (b), then Ac2O, pyridine

f. The product in (d), then C6H5CH2Cl,Ag2O

Draw a stepwise mechanism for the conversion of 尾-D-glucose to both anomers of N-ethyl glucopyranoside, the equation written in Reaction [1].

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

(a.)

(b.)

(c.)

Consider the following six compounds (A-F).

How are the two compounds in each pair related? Choose from enantiomers, epimers, diastereomers but not epimers, constitutional isomers, and identical compounds.

  1. A and B
  2. A and C
  3. B and C
  4. A and D
  5. E and F

Drawthe products of each reaction.

(a.)

(b.)
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