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Which of the following compounds has the highest number of stereoisomers?

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Question: Which of the following compounds has the highest number of stereoisomers?

Options:

  1. 2-butanol
  2. 3-pentanol
  3. 2,3-butanediol
  4. 1,2-dichloropropane

Correct Answer: 2,3-butanediol

Solution:

2,3-butanediol has two chiral centers, leading to 4 stereoisomers, while the others have fewer.

Which of the following compounds has the highest number of stereoisomers?

Practice Questions

Q1
Which of the following compounds has the highest number of stereoisomers?
  1. 2-butanol
  2. 3-pentanol
  3. 2,3-butanediol
  4. 1,2-dichloropropane

Questions & Step-by-Step Solutions

Which of the following compounds has the highest number of stereoisomers?
  • Step 1: Understand what stereoisomers are. Stereoisomers are compounds that have the same molecular formula and connectivity of atoms but differ in the arrangement of atoms in space.
  • Step 2: Identify chiral centers in a compound. A chiral center is a carbon atom that is attached to four different groups.
  • Step 3: Count the number of chiral centers in each compound. The more chiral centers a compound has, the more stereoisomers it can have.
  • Step 4: Use the formula 2^n to calculate the maximum number of stereoisomers, where n is the number of chiral centers. For example, if a compound has 2 chiral centers, the maximum number of stereoisomers is 2^2 = 4.
  • Step 5: Compare the number of stereoisomers for each compound. 2,3-butanediol has 2 chiral centers, leading to 4 stereoisomers, while the other compounds have fewer chiral centers and thus fewer stereoisomers.
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