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Chapter 5: Q.31 (page 200)

For the given ee values, calculate the percentage of each enantiomer present.

a. 90% ee

b. 99% ee

c. 60% ee

Short Answer

Expert verified
  1. 95% A and 5% B.
  2. 99.5% A and 0.5% B.
  3. 80% A and 20% B.

Step by step solution

01

Enantiomeric excess (ee) 

The enantiomeric excess comes to explain the particular enantiomer鈥檚 excess amount in the given mixture.

02

Calculation of the ee

The formula to calculate the ee is as follows:

ee=%ofoneenantiomer-%ofotherenantiomer

03

Explanation

a. From the formula of ee, we can easily calculate the percentage of enantiomers as:

90% ee means 90% excess of A, and 10% racemic mixture of A and B (5% each); therefore, 95% A and 5% B.

Therefore, the percentage of enantiomers is 90 % of A and 5% of B.

b. From the formula of ee, we can easily calculate the percentage of enantiomers as:

99% ee means 99% excess of A, and 1% racemic mixture of A and B (0.5% each); therefore, 99.5% A and 0.5% B.

Therefore, the percentage of enantiomers is 99.5 % of A and 0.5% of B.

c.From the formula of ee, we can easily calculate the percentage of enantiomers as:

60% ee means 60% excess of A, and 40% racemic mixture of A and B (20% each); therefore, 80% A and 20% B.

Therefore, the percentage of enantiomers is 80 % of A and 20% of B.

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Most popular questions from this chapter

Saquinavir (trade name Invirase) is a protease inhibitor, used to treat HIV (human immunodeficiency virus).

  1. Locate all stereogenic centers in saquinavir, and label each stereogenic center as R and S.
  2. Draw the enantiomer of saquinavir.
  3. Draw a diastereomer of saquinavir.
  4. Draw a constitutional isomer that contains at least one different functional group.

Rank the following groups in order of decreasing priority?

a.-COOH,-H,-NH2,-OH

b.-CH2CH3,-CH3,-H,-CH(CH3)2

c.-H,-CH3,-Cl,-CH2Cl

d.-CH=CH2,CH3,颁鈮贬,-贬

Give the IUPAC name for each compound, including the R,S designation for each stereogenic center.

a.

b.

c.

What is the maximum number of stereoisomers possible for each compound?

a.

b.

c.

Consider the ball-and-stick models of A-D. How is each pair of compounds related: (a) A and B; (b) A and C; (c) A and D; (d) C and D? Choose from identical molecules, enantiomers, or diastereomers.
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