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Chapter 28: Q2. (page 1106)

Question: Draw each stereogenic center using a Fischer projection formula.

Short Answer

Expert verified

Answer

(a)

(b)

(c)

(d)

Step by step solution

01

Stereogenic center

The location in a particular molecule where the swap of any two groups leads to a stereoisomer is termed stereogenic centers. They can be present in chiral or achiral molecules

02

Fischer projection formula

Fischer projection formulae are known by another name which is cross formulae. The horizontal bonds are specified as wedges, and the vertical bonds are specified as dashed wedges in a Fischer projection formula.

03

Drawing the stereogenic center using the Fischer projection formula

The molecule is rotated and redrawn to place the horizontal bonds in front of the plane and vertical bonds behind the plane. The vertical bonds are given as dashed wedges, and the horizontal bonds are given as dark wedges. The cross is utilized to indicate the stereogenic center.

a.The Fischer projection formula of compound a can be given as:

Fischer projection formula of compound a

b. The Fischer projection formula of compound b can be given as:

Fischer projection formula of compound b

c. The Fischer projection formula of compound c can be given as:

Fischer projection formula of compound c

d. The Fischer projection formula of compound d can be given as:

Fischer projection formula of compound d

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Most popular questions from this chapter

Question: Draw two possible epimers of D-erythrose. Name each of these compounds using Figure 28.4.

Question:

a. Draw the enantiomer of D-fructose.

b. Draw an epimer of D-fructose at C4. What is the name of this compound?

c. Draw an epimer of D-fructose at C5. What is the name of this compound?

The following isomerization reaction, drawn using D-glucose as starting material, occurs with all aldohexoses in the presence of base. Draw a stepwise mechanism that illustrates how each compound is formed.

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.

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.

A and B

A and C

B and C

A and D

E and F
See all solutions

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