Quantrex Quantrex AcademyJEE · NEET · NDA PYQs with solutions Open app
JEE MainChemistryHydrocarbons

A cyclic alkene 'X' undergoes reductive ozonolysis to yield a single compound 'Y' with the molecular formula C ₇ H ₁₂ O ₂ . Compound 'Y' gives a silver mirror with Tollens' reagent and a yellow precipitate when treated with I ₂ and NaOH . When the same alkene 'X' is subjected to vigorous oxidation with hot acidic KMnO ₄ , it yields compound 'Z'. Which of the following statements is correct regarding compound 'Z'?

Options

  1. AIt forms a silver mirror with Tollens' reagent and gives effervescence with aqueous NaHCO ₃ .
  2. BIt gives a yellow precipitate with I ₂/ NaOH but does not react with aqueous NaHCO ₃ .
  3. CIt does not give a yellow precipitate with I ₂/ NaOH but gives effervescence with aqueous NaHCO ₃ .
  4. DIt gives a yellow precipitate with I ₂/ NaOH and gives effervescence with aqueous NaHCO ₃ .

Correct answer

D. It gives a yellow precipitate with I ₂/ NaOH and gives effervescence with aqueous NaHCO ₃ .

Step-by-step solution

Compound 'Y' ( C ₇ H ₁₂ O ₂ ) is formed by the reductive ozonolysis of a cyclic alkene, so it must be a dicarbonyl compound. Since 'Y' gives a positive Tollens' test, it contains an aldehyde group. It also gives a positive iodoform test (yellow precipitate with I ₂/ NaOH ), indicating the presence of a methyl ketone group ( - COCH ₃ ). With 7 carbon atoms in total, 'Y' must be 6-oxoheptanal: CH ₃ CO(CH ₂ ) ₄ CHO . The cyclic alkene 'X' that yields 'Y' upon ozonolysis is 1-methylcyclohex-1-ene. Vigorous oxidation of

Practice Hydrocarbons on Quantrex Academy →

More from Hydrocarbons

In the following reaction sequence, Q , R , S and T are the major products. The correct statement(s) about Q , R , S and T is(are) 2026Treatment of buta-1,3-diyne with NaNH ₂ ( 2 equivalents), followed by reaction with excess of trans - CH ₃ -CH=CH-CH ₂ -Br gives X as the major product. The maximum number of carbo 2026The List-II contains products obtained from the reaction of compounds in List-I with O ₃ /Zn- H ₂ O followed by cyclization (via more stable enolate) in the presence of aqueous NaO 2026Natural rubber on complete ozonolysis ( O ₃ /Zn- H ₂ O ) gives compound X as the major product. X gives positive iodoform and Tollen's tests. X on heating with aqueous NaOH gives Y 2026An optically active alkyl bromide C₄ H₉ Br, reacts with ethanolic KOH to form major compound [A] which reacts with bromine to give compound [B]. Compound [B] reacts with ethanolic 2026An alkane (Y) requires 8 moles of oxygen for complete combustion and on chlorination with Cl₂ /h , (Y) gives only one monochlorinated product (Z) . The total number of primary carb 2026R_f value for 2 -methylpropene in a solvent system (Ethyl acetate + ether) is 0.42 . 2 -methylpropene is treated with dilute H ₂ SO ₄ to give major organic product (X). R_f value f 2026Given below are two statements: Statement I: Methane can be prepared by decarboxylation of sodium ethanoate, Kolbe's electrolysis of sodium acetate and reaction of CH ₃ MgBr with w 2026 Full Hydrocarbons list All JEE Main PYQs