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Q.

Which one is the best method of reducing 3-bromopropanal to 1-bromopropane?
 BrCH2CH2CHOBrCH2CH2CH3

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a

None of the two

b

Clemmensen reduction 

c

Wolf-Kishner reduction   

d

Either of the two  

answer is B.

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Detailed Solution

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Explanation:

To reduce 3-bromopropanal (\( BrCH_2CH_2CHO \)) to 1-bromopropane (\( BrCH_2CH_2CH_3 \)), we need to reduce the aldehyde group (\( -CHO \)) to a methyl group (\( -CH_3 \)) while retaining the bromine atom in the compound.

Clemmensen Reduction:
  • The Clemmensen reduction involves using zinc amalgam (\( Zn-Hg \)) and concentrated hydrochloric acid (\( HCl \)).
  • This method is particularly effective for reducing aldehydes and ketones to the corresponding hydrocarbons while retaining halogen atoms in the molecule.
  • It is ideal for reducing \( BrCH_2CH_2CHO \) to \( BrCH_2CH_2CH_3 \).

Answer: The best method to reduce 3-bromopropanal to 1-bromopropane is Clemmensen reduction.

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Which one is the best method of reducing 3-bromopropanal to 1-bromopropane? BrCH2CH2CHO→BrCH2CH2CH3