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Chemistry Question on Classification Of Organic Compounds

The final product A, formed in the following reaction sequence is:
Chemical Reaction

A

Ph−CH2−CH2−CH3\text{Ph} - \text{CH}_2 - \text{CH}_2 - \text{CH}_3

B

Option 2

C

Option 3

D

Ph−CH2−CH2−CH2−OH\text{Ph} - \text{CH}_2 - \text{CH}_2 - \text{CH}_2 - \text{OH}

Answer

Ph−CH2−CH2−CH2−OH\text{Ph} - \text{CH}_2 - \text{CH}_2 - \text{CH}_2 - \text{OH}

Explanation

Solution

Step (i) involves hydroboration-oxidation of the double bond in Ph-CH=CH2\text{Ph-CH=CH}_2, resulting in the anti-Markovnikov addition of water to form Ph-CH2-CH2-OH\text{Ph-CH}_2\text{-CH}_2\text{-OH}.

Step (ii) converts the alcohol (Ph-CH2-CH2-OH)(\text{Ph-CH}_2\text{-CH}_2\text{-OH}) to the corresponding alkyl halide (Ph-CH2-CH2-Br)(\text{Ph-CH}_2\text{-CH}_2\text{-Br}) using HBr\text{HBr}.

Step (iii) involves the formation of a Grignard reagent with Mg\text{Mg}, producing Ph-CH2-CH2-MgBr\text{Ph-CH}_2\text{-CH}_2\text{-MgBr}.

Step (iv) reacts the Grignard reagent with formaldehyde (HCHO\text{HCHO}) followed by hydrolysis to yield the final primary alcohol, Ph-CH2-CH2-CH2-OH\text{Ph-CH}_2\text{-CH}_2\text{-CH}_2\text{-OH}.

Thus, the final product is:

Ph-CH2-CH2-CH2-OH.\text{Ph-CH}_2\text{-CH}_2\text{-CH}_2\text{-OH}.

The Correct answer is : Ph-CH2-CH2-CH2-OH.\text{Ph-CH}_2\text{-CH}_2\text{-CH}_2\text{-OH}.