Isomerism and Stereochemistry - Numerical Applications
Q. How many stereoisomers can 2,3-dimethylbutane have?
Solution
2,3-dimethylbutane has no chiral centers, so it has only 1 stereoisomer.
Correct Answer: A — 2
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Q. How many stereoisomers can 2-pentene have?
Solution
2-pentene has two geometric isomers: cis-2-pentene and trans-2-pentene.
Correct Answer: C — 2
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Q. How many stereoisomers does 1,2-dichloropropane have?
Solution
1,2-dichloropropane has one chiral center, leading to 2 stereoisomers.
Correct Answer: B — 2
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Q. What is the IUPAC name for the compound with the structure CH3-CH(CH3)-C(CH3)2-CH3?
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A.
2,3,3-trimethylbutane
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B.
2,2,3-trimethylbutane
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C.
3,3-dimethylpentane
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D.
2,4-dimethylpentane
Solution
The longest chain has 4 carbons, and there are three methyl groups on the second and third carbons.
Correct Answer: B — 2,2,3-trimethylbutane
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Q. What is the IUPAC name for the compound with the structure CH3-CH(CH3)-CH2-CH(CH3)-CH3?
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A.
2,3-dimethylpentane
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B.
3,3-dimethylpentane
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C.
2,4-dimethylpentane
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D.
3-methylhexane
Solution
The longest carbon chain has 5 carbons, and there are two methyl groups on the second and third carbons.
Correct Answer: B — 3,3-dimethylpentane
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Q. What is the maximum number of stereoisomers for a compound with two chiral centers?
Solution
The maximum number of stereoisomers for a compound with n chiral centers is given by 2^n. For 2 chiral centers, it is 2^2 = 4.
Correct Answer: B — 4
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Q. What is the relationship between (R)-2-butanol and (S)-2-butanol?
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A.
They are identical.
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B.
They are diastereomers.
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C.
They are enantiomers.
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D.
They are constitutional isomers.
Solution
(R)-2-butanol and (S)-2-butanol are enantiomers because they are non-superimposable mirror images.
Correct Answer: C — They are enantiomers.
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Q. Which of the following compounds has the highest number of stereoisomers?
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A.
2-butanol
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B.
3-pentanol
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C.
2,3-butanediol
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D.
1,2-dichloropropane
Solution
2,3-butanediol has two chiral centers, leading to 4 stereoisomers, while the others have fewer.
Correct Answer: C — 2,3-butanediol
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Q. Which of the following is a meso compound?
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A.
2,3-butanediol
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B.
2,3-dimethylbutane
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C.
1,2-dichloropropane
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D.
3-methyl-2-pentanol
Solution
2,3-butanediol is a meso compound because it has two chiral centers but is superimposable on its mirror image.
Correct Answer: A — 2,3-butanediol
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