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CH(3)CH(OH)COOH molecule shows:...

`CH_(3)CH(OH)COOH` molecule shows:

A

geometrical isomerism

B

metamerism

C

optical isomerism

D

tautomerism

Text Solution

AI Generated Solution

The correct Answer is:
To analyze the molecule \( CH_3CH(OH)COOH \) and determine the types of isomerism it exhibits, we will follow these steps: ### Step 1: Identify the Structure The molecular formula \( CH_3CH(OH)COOH \) corresponds to lactic acid. The structure can be drawn as follows: - The first carbon is attached to three hydrogens (methyl group, \( CH_3 \)). - The second carbon has a hydroxyl group (\( OH \)) and is attached to the first carbon. - The third carbon is part of the carboxylic acid group (\( COOH \)). ### Step 2: Check for Geometrical Isomerism Geometrical isomerism requires the presence of a carbon-carbon double bond (C=C) or a carbon with different substituents. In this case, the carbon atoms in lactic acid are all single-bonded (C-C), and the carbon with the hydroxyl group does not have different groups attached to it. Therefore, lactic acid does not exhibit geometrical isomerism. **Hint:** Geometrical isomerism requires a double bond or a carbon with different substituents. ### Step 3: Check for Metamerism Metamerism occurs in compounds with the same functional group but different carbon skeletons. Lactic acid has a single carboxylic acid group and does not have two different functional groups on either side of a carbon chain. Therefore, it does not exhibit metamerism. **Hint:** Metamerism requires bifunctional groups or different carbon skeletons. ### Step 4: Check for Optical Isomerism Optical isomerism occurs when a molecule has a chiral center, which is a carbon atom bonded to four different groups. In lactic acid, the carbon atom with the hydroxyl group is attached to four different groups: a methyl group (\( CH_3 \)), a hydroxyl group (\( OH \)), a carboxylic acid group (\( COOH \)), and a hydrogen atom (\( H \)). Thus, lactic acid is chiral and exhibits optical isomerism. **Hint:** Optical isomerism requires a chiral carbon with four different substituents. ### Step 5: Check for Tautomerism Tautomerism involves the migration of a hydrogen atom and a shift of a double bond. For a compound to exhibit tautomerism, it typically requires a carbonyl group adjacent to an alpha hydrogen. In lactic acid, although there is a carbonyl group in the carboxylic acid, the negative charge that would form upon deprotonation is unstable and does not lead to resonance stabilization. Therefore, lactic acid does not exhibit tautomerism. **Hint:** Tautomerism requires a stable resonance structure after deprotonation. ### Conclusion The molecule \( CH_3CH(OH)COOH \) (lactic acid) shows **only optical isomerism** due to the presence of a chiral carbon. **Final Answer:** The molecule shows optical isomerism.
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