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Which compounds contain a chiral centre? 1 - CIE - A-Level Chemistry - Question 37 - 2017 - Paper 1

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Question 37

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Which compounds contain a chiral centre? 1. 2-hydroxybutanoic acid 2. 3-hydroxybutanoic acid 3. 4-hydroxybutanoic acid

Worked Solution & Example Answer:Which compounds contain a chiral centre? 1 - CIE - A-Level Chemistry - Question 37 - 2017 - Paper 1

Step 1

1. 2-hydroxybutanoic acid

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Answer

2-hydroxybutanoic acid has a chiral center because the carbon atom to which the hydroxy group (OH) is attached is also bonded to three different substituents: a carboxylic acid (COOH), a hydrogen atom (H), and a butyl group (C4H9). Thus, it meets the criteria for chirality.

Step 2

2. 3-hydroxybutanoic acid

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Answer

3-hydroxybutanoic acid does not have a chiral center. The carbon to which the hydroxy group is attached is not bonded to four distinct substituents, as it is bonded to two hydrogen atoms and two carbon atoms, leading to a symmetrical structure.

Step 3

3. 4-hydroxybutanoic acid

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Answer

4-hydroxybutanoic acid also does not contain a chiral center. The carbon that carries the hydroxy group is similarly bonded to a hydrogen atom and two carbon chains (both part of butanoic acid), meaning it lacks the necessary distinct groups to be considered chiral.

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