Question Details

In the given reaction scheme, P is a phenyl alkyl ether, Q is an aromatic compound; R and S are the major products.

The correct statement about S is

Options

A

It primarily inhibits noradrenaline degrading enzymes.

B

It inhibits the synthesis of prostaglandin.

C

It is a narcotic drug.

D

It is ortho-acetylbenzoic acid.

Show Answer

Correct Answer :

Option B

It inhibits the synthesis of prostaglandin.

Solution :

The correct option is It inhibits the synthesis of prostaglandin.


Step-by-step breakdown of the reaction scheme:


1. Cleavage of phenyl alkyl ether (P):
When a phenyl alkyl ether P (such as anisole, C6H5-O-R) reacts with hydrogen iodide (HI), cleavage of the ether bond occurs to form phenol as the aromatic product Q.

P (Phenyl alkyl ether)+HIQ (Phenol,C6H5OH)+Alkyl iodide

Thus, Q is phenol.


2. Kolbe-Schmitt Reaction of Phenol (Q):
Phenol (Q) is treated with:
(i) NaOH to form sodium phenoxide
(ii) CO2 as an electrophile
(iii) H3O+ for acidification
This is the classic Kolbe's reaction, yielding salicylic acid (2-hydroxybenzoic acid) as the major product R.

Q (Phenol)(iii)H3O+(i)NaOH,(ii)CO2R (Salicylic acid)

Thus, R is salicylic acid (2-hydroxybenzoic acid).


3. Acetylation of Salicylic Acid (R):
Treating salicylic acid (R) with acetic anhydride ((CH3CO)2O) in acidic medium results in acetylation of the phenolic -OH group to yield acetylsalicylic acid, commonly known as aspirin (S).

R (Salicylic acid)(ii)H3O+(i)(CH3CO)2OS (Aspirin / 2-acetoxybenzoic acid)

Thus, compound S is aspirin.


Properties and Action of Aspirin (S):
Aspirin is a well-known non-narcotic analgesic and antipyretic drug. Its mode of action involves the inhibition of the cyclooxygenase (COX) enzyme, which prevents the synthesis of prostaglandins that cause inflammation, fever, and pain.
Therefore, the correct statement regarding compound S is that it inhibits the synthesis of prostaglandin.

Unlock Our Free Library

Access expert-curated educational resources and study materials—completely free.

Discover more resources

You may also like

Mock Tests

View All
  • JEE
  • intermediate
  • 3 hours
  • chemistry, mathematics, physics
  • Proctored

  • JEE
  • intermediate
  • 3 hours
  • chemistry, mathematics, physics

Ask AI Tutor
5 left
Q1 View Question & Options
AI Tutor is solving this question...
Reading question context & options...