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Question

Find the correct option(s) considering the following reactions sequence:


Given: Vapor density of C is 29 and E is anesthetic in nature.
  1. F is salicylic acid
  2. D on reduction with LiAlH4 will give Grain alcohol
  3. C on reduction with NaBH4 will give simplest secondary alcohol
  4. B on reduction with CH2N2/BF3 will give anisole


Solution

The correct options are
B D on reduction with LiAlH4 will give Grain alcohol
C C on reduction with NaBH4 will give simplest secondary alcohol
D B on reduction with CH2N2/BF3 will give anisole
Reaction of benzene with propylene gives isopropylbenzene (A) which is also known as cumeneocess. Cumene process converts (A) into phenol (B) and acetone (C).
Vapour Density of C given is 29. Hence, Molar Mass= 2×V.D.
Hence, C is Acetone with MM=58g/mol. 
(C) upon haloform reaction generates acetic acid (D) and chloroform (E), which is an anesthetic.
Phenol (B) gives Reimer Tiemann reaction to produce salicylaldehyde (F).


Explanation:
(b) Acetic acid (D) on reduction with LiAlH4 produces ethanol which is known as grain alcohol in its purest form.
(c) Acetone (C) on reduction with NaBH4 gives isopropyl alcohol which is simplest 2o alcohol.
(d) Phenol (B) on reduction with CH2N2/BF3 produces anisole (PhOCH3).
 

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