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JEE Main 20265 AprilMorning Shift
Exam
JEE Main
Year
2026
Date
5 April
Shift
Morning Shift
Subject
Chemistry
Chapter
Hydrocarbons

JEE Main 2026 · 5 April · Morning Shift · Chemistry · Hydrocarbons

"P" is a hydrocarbon of molecular formula: C _8 H _ 14 . On...

"P" is a hydrocarbon of molecular formula: C8_8H14_{14}. On ozonolysis, "P" forms "Q". "Q" on treatment with alkali under reflux condition produces "R", which on treatment with I2_2/NaOH gives a yellow precipitate. Acidification of the solution gives "S". The structure of "S" is given below:
"P" is a hydrocarbon of molecular formula: C _8 H _ 14 . On ozonolysis, "P" forms "Q". "Q" on treatment with alkali
The correct structure of "P" is

Options

  1. AFormation of Na_4[Fe(CN)_5 NOS] , a purple coloured complex formed by addition of sodium nitroprusside in sodium
  2. BFormation of Na_4[Fe(CN)_5 NOS] , a purple coloured complex formed by addition of sodium nitroprusside in sodium
  3. CFormation of Na_4[Fe(CN)_5 NOS] , a purple coloured complex formed by addition of sodium nitroprusside in sodium
  4. DFormation of Na_4[Fe(CN)_5 NOS] , a purple coloured complex formed by addition of sodium nitroprusside in sodium

Correct answer

D. Formation of Na_4[Fe(CN)_5 NOS] , a purple coloured complex formed by addition of sodium nitroprusside in sodium

Step-by-step solution

The structure of "S" is 2-methylcyclopent-1-ene-1-carboxylic acid.

Since "S" is obtained by the acidification of the product from the iodoform reaction of "R", "R" must contain a methyl ketone group (−COCH3-COCH_3). The iodoform reaction converts the −COCH3-COCH_3 group into a −COOH-COOH group alongside the formation of a yellow precipitate of iodoform (CHI3CHI_3). Therefore, the structure of "R" is 1-acetyl-2-methylcyclopentene.

"R" is formed by the intramolecular aldol condensation of "Q". Performing a retro-aldol condensation on "R" by cleaving the double bond in the cyclopentene ring yields octane-2,7-dione as "Q" (CH3−CO−CH2−CH2−CH2−CH2−CO−CH3CH_3-CO-CH_2-CH_2-CH_2-CH_2-CO-CH_3).

"Q" is obtained by the ozonolysis of "P". To determine the structure of "P", we perform retro-ozonolysis by removing the oxygen atoms from the two carbonyl groups of "Q" and connecting the corresponding carbon atoms with a double bond. Connecting the C2 and C7 carbons forms a six-membered ring with methyl groups at the double bond.

Thus, "P" is 1,2-dimethylcyclohexene.

Answer: "P" is a hydrocarbon of molecular formula: C _8 H _ 14 . On ozonolysis, "P" forms "Q". "Q" on treatment with alkali
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