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Chapter 5: Q.30 (page 200)

What is the ee for each of the following mixtures of enantiomers A and B?

a. 95% A and 5% B

b. 85% A and 15% B

Short Answer

Expert verified

a. The ee is 90%.

b. The ee is 70%.

Step by step solution

01

Enantiomeric excess (ee)

The enantiomeric excess determines the excess amount of any one of the enantiomers (either R or S). It is also termed an optically pure compound.

02

Formula to calculate the ee

The formula to calculate the ee is as follows:

ee=%ofoneenantiomer-%ofotherenantiomer.

03

Explanation

a. The ee is calculated from the A and B as:

ee=95%-5%=5%

Therefore, the ee for enantiomers is 90%.

b. The ee is calculated from the A and B as:

ee=85%-15%=70%

Therefore, the ee for enantiomers is 70%.

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Most popular questions from this chapter

The amino acid (S)-alanine has the physical characteristics listed under the structure.

a. What is the melting point of (R)-alanine?

b. How does the melting point of a racemic mixture of (R)- and (S)-alanine compare to the melting point of (S)-alanine?

c. What is the specific rotation of (R)-alanine, recorded under the same conditions as the reported rotation of (S)-alanine?

d. What is the optical rotation of a racemic mixture of (R)- and (S)-alanine?

e. Label each of the following as optically active or inactive: a solution of pure (S)-alanine; an equal mixture of (R)- and (S)-alanine; a solution that contains 75% (S)- and 25% (R)-alanine.

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,C≡CH,-H

Compounds E and F are two isomers of 2,3-dibromopentane drawn in staggered conformations. Which compounds (A–D) in Figure 5.8 are identical to E and F?

A natural product was isolated in the laboratory, and its observed rotation was +10° when measured in a 1 dm sample tube containing 1.0 g of compound in 10 mL of water. What is the specific rotation of this compound?

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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