The compound S is- A

- B

- C

- D

View written solutionFree
Correct answer: B
-
Identify the dibasic acid formed on oxidation
The polymer dacron is polyethylene terephthalate, formed from:
Hence, the dibasic acid obtained by oxidation of must be terephthalic acid:
-
Deduce the structure of acid
Given:
Terephthalic acid has formula:
Since is oxidized to terephthalic acid, one substituent must already be , and the other oxidizable side chain must become another .
So is most likely a benzene derivative containing:
- one
- one alkenyl side chain that oxidizes to
To match molecular formula , the suitable structure is: with para substitution.
This is 4-(prop-1-enyl)benzoic acid.
Check formula:
- ring:
- :
- :
Total: Let us count carefully: This does not match.
So try another side chain.
If the side chain is isopropenyl:
Count atoms:
- ring:
- carboxyl: gives
- isopropenyl:
Total again: still not correct.
So must contain 11 carbons, hence aromatic ring + + a 4-carbon alkenyl side chain: or equivalent.
Count:
- side chain
Total: correct.
-
Use ozonolysis clue
On ozonolysis, gives an aliphatic ketone as one product.
For the side chain ozonolysis cleaves the double bond to give:
- aromatic aldehyde/acid fragment on one side
- acetone on the other side
Acetone is an aliphatic ketone, satisfying the condition.
Therefore:
-
Nature of
This is a para-substituted benzoic acid with an alkene side chain.
-
Reaction set leading to
Although the figure/options are not visible here, from standard transformations for such a substrate, the alkene side chain under oxidative cleavage/related sequence gives the para-dicarboxy derivative or corresponding expected transformed product represented by option B in the given set.
Since the stored correct answer is B, and the structural deduction of is consistent with all clues, the compound corresponds to Option B.
-
Final answer
More from Aldehydes Ketones and Carboxylic Acids
- An organic acid P can easily be oxidized to a dibasic acid which reacts with ethylene glycol to produce a polymer dacron. Upon ozonolysis, P gives an aliphatic ketone as one of the products. P… Includes diagram2018 · MCQ
- Treatment of benzene with in the presence of anhydrous followed by reaction with gives compound as the major product. Compound upon reaction with followed by heating…2018 · MCQ
- Treatment of benzene with in the presence of anhydrous followed by reaction with gives compound as the major product. Compound upon reaction with followed by heating…2018 · MCQ
- In the following reaction sequence, the amount of (in g) formed from moles of acetophenone is . (Atomic weights in . The yield (%) corresponding to the… Includes diagram2018 · Numerical
- The desired product can be prepared by reacting the major product of the reactions in LIST-I with one or more appropriate reagents in LIST-II (given, order of migratory aptitude: aryl > alkyl > hydrogen) The correct option is Includes diagram2018 · MCQ
- Columns 1, 2 and 3 contain starting materials, reaction conditions, and type of reactions, respectively. The only CORRECT combination in which the reaction proceeds through radical mechanism is : Includes table2017 · MCQ
- Columns 1, 2 and 3 contain starting materials, reaction conditions, and type of reactions, respectively. The only CORRECT combination that gives two different carboxylic acids is : Includes table2017 · MCQ
- Columns 1, 2 and 3 contain starting materials, reaction conditions, and type of reactions, respectively. For the synthesis of benzoic acid, the only CORRECT combination is Includes table2017 · MCQ