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A overset(OBr^(-))(rarr) "CHBr"(3) the ...

A `overset(OBr^(-))(rarr) "CHBr"_(3)` the compound is :

A

Isopropyl alcohol

B

Isobutyl alcohol

C

Neopentyl alcohol

D

n-Butanol

Text Solution

AI Generated Solution

The correct Answer is:
To solve the question regarding the compound that reacts with hypobromite anion to produce bromoform (CHBr₃), we need to identify the correct precursor compound that can undergo a haloform reaction. Here’s a step-by-step solution: ### Step 1: Understand the Reaction The reaction involves a hypobromite anion (OBr⁻) reacting with a compound to produce bromoform (CHBr₃). This indicates that we are dealing with a haloform reaction. **Hint:** Recall that haloform reactions typically involve compounds that can generate a methyl ketone or a compound that can be oxidized to a methyl ketone. ### Step 2: Identify the Haloform Reaction The haloform reaction is characterized by the reaction of a methyl ketone or certain alcohols with halogens in the presence of a base (like sodium hydroxide). The products are a haloform (like bromoform) and a carboxylate salt. **Hint:** Methyl ketones and some alcohols (like ethanol and secondary alcohols) can undergo this reaction. ### Step 3: Analyze the Given Options We need to evaluate the options provided to see which compound can give rise to bromoform upon reaction with hypobromite. 1. **Isopropyl Alcohol (CH₃-CHOH-CH₃)**: This is a secondary alcohol. Upon oxidation, it can form acetone (a methyl ketone), which can then react to form bromoform. 2. **Isobutyl Alcohol (CH₃-CH(CH₃)-CH₂OH)**: This is a primary alcohol and does not lead to a methyl ketone upon oxidation, thus it cannot give bromoform. 3. **Neopentyl Alcohol (C(CH₃)₄OH)**: This is also a primary alcohol and does not lead to a methyl ketone, so it cannot give bromoform. 4. **N-Butanol (CH₃-CH₂-CH₂-CH₂OH)**: This is another primary alcohol and cannot produce a methyl ketone, thus it cannot give bromoform. **Hint:** Focus on the structure of each compound and the type of alcohol (primary, secondary) to determine if they can form a methyl ketone. ### Step 4: Conclusion After evaluating the options, we find that only isopropyl alcohol can undergo oxidation to form acetone, which can then react with hypobromite to yield bromoform. **Final Answer:** The compound is **Isopropyl Alcohol (CH₃-CHOH-CH₃)**.
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