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An isomer of C(6)H(14) forms three monoc...

An isomer of `C_(6)H_(14)` forms three monochloro derivaties. The isomer may be- (Excluding stereo isomer)

A

neo-pentane

B

n-hexane

C

2, 3-dimethylbutane

D

iso-hexane

Text Solution

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The correct Answer is:
To determine which isomer of C6H14 forms three monochloro derivatives, we need to analyze the possible structural isomers of hexane and their reactivity towards chlorination. ### Step-by-Step Solution: 1. **Identify the Molecular Formula**: The molecular formula given is C6H14, which indicates that we are dealing with hexane and its isomers. 2. **List Possible Isomers**: The possible structural isomers of C6H14 include: - n-Hexane (straight-chain) - 2-Methylpentane - 3-Methylpentane - 2,2-Dimethylbutane - 2,3-Dimethylbutane - 3,3-Dimethylbutane - Isohexane (2-Methylpentane) 3. **Analyze n-Hexane**: - Structure: CH3-CH2-CH2-CH2-CH2-CH3 - When chlorinated, the chlorination can occur at: - 1st carbon: 1-chlorohexane - 2nd carbon: 2-chlorohexane - 3rd carbon: 3-chlorohexane - The 4th and 5th carbons are equivalent to the 2nd and 3rd, respectively, hence they do not yield new isomers. - Total unique monochloro derivatives = 3. 4. **Analyze 2,3-Dimethylbutane**: - Structure: (CH3)2CH-CH(CH3)-CH3 - All the carbons in this structure are equivalent in terms of their environment, leading to only one unique monochloro derivative. 5. **Analyze Isohexane (2-Methylpentane)**: - Structure: CH3-CH(CH3)-CH2-CH2-CH3 - The chlorination can occur at: - 1st carbon: 1-chloro-2-methylpentane - 2nd carbon: 2-chloro-2-methylpentane - 3rd carbon: 3-chloro-2-methylpentane - 4th carbon: 4-chloro-2-methylpentane - Total unique monochloro derivatives = 5. 6. **Conclusion**: After analyzing the isomers, we find that n-hexane is the only isomer that produces exactly three unique monochloro derivatives. ### Final Answer: The isomer of C6H14 that forms three monochloro derivatives is **n-Hexane**.
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