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Exam 3: Stereoisomerism and Chirality

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Question 31

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How many stereocenters are present in trans-2-butene? ​

A) 1
B) 2
C) 3
D) 0

E) A) and B)
F) None of the above

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Question 32

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How much of the R enantiomer is present in 10 g of a mixture which has an enantiomeric excess of 60% of the R isomer?

A) 2 g
B) 4 g
C) 6 g
D) 8 g

E) A) and B)
F) C) and D)

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Question 33

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Which of the following statements regarding optical rotation is not true?

How many stereoisomers of 2,3-dimethylbutane, (CH₃) ₂CHCH(CH₃) ₂, exist?

Of the compounds listed below, only 2 has a chiral centers. 1. $\quad$$\mathrm{OH}$ $\quad$$\quad$ | $\mathrm{CH}_{3} \mathrm{CHCH}_{3}$ 2. $\quad$$\mathrm{Br}$ $\quad$$\quad$ | $\mathrm{CH}_{3} \mathrm{CHCHCH}$ $\quad$$\quad$$\quad$$\quad$ | $\quad$$\quad$$\quad$$\mathrm{CH}_{3}$ 3. $\quad$$\mathrm{CH}_{3}$ $\quad$$\quad$ | $\mathrm{CH}_{3} \mathrm{CHCHCH}$ $\quad$$\quad$$\quad$$\quad$ | $\quad$$\quad$$\quad$$\mathrm{CH}_{3}$

How many stereoisomers of 3-chloro-2-methylbutane, (CH₃) ₂CHCHClCH₃, exist?

Complete the following diagram so that it represents (S)-2-butanol.

A solution of 0.1 g/mL of a pure R enantiomer in a 1 dm polarimeter rotates plane polarized light by +4.8°. What is the rotation observed on this solution in a 2 dm polarimeter?

Which of the following structures is different from the other three?

Which of the following compounds is/are chiral?

The specific rotation of the S-enantiomer of a compound is -120º. What is the enantiomeric excess of a sample of the compound that has a measured specific rotation of -30º.

A pure sample of the R enantiomer of a compound has a specific rotation, [α], of +20°. A solution containing 0.2 g/mL of a mixture of enantiomers rotates plane polarized light by −2° in a 1 dm polarimeter. What is the enantiomeric excess (%ee) of the mixture?

What is the relationship between the following pair of structures?

The specific rotation of enantiomers have the same magnitude.

How many stereoisomers of 2,4-dimethylpentane, (CH₃) ₂CHCH₂CH(CH₃) ₂, exist?

The absolute configurations around C-2 and C-3 in the following Fischer projection are, respectively, ____. (Enter the two configurations separated by a comma.)

Which of the following structures have a plane of symmetry?

How many isomers (constitutional and stereoisomers) exist for dimethylcyclohexane?

How many chiral centers are there in the following molecule (the naturally occurring stereoisomer is the male hormone testosterone) ?

Complete the following Newman projection so that it represents (2R,3S)-2,3-dibromobutane.