JEE MainChemistryAldehydes and Ketones
An alkene 'P' with molecular formula C ₅ H ₁₀ undergoes reductive ozonolysis to yield two carbonyl compounds, 'Q' and 'R'. Compound 'Q' gives a silver mirror with ammoniacal silver nitrate, while compound 'R' does not. Both 'Q' and 'R' give a yellow precipitate when treated with I ₂ and NaOH . The IUPAC name of alkene 'P' is :
Options
- APent-2-ene
- B2-Methylbut-1-ene
- C2-Methylbut-2-ene
- DPent-1-ene
Correct answer
C. 2-Methylbut-2-ene
Step-by-step solution
Compound 'Q' gives a positive Tollens' test (silver mirror), indicating it is an aldehyde. Compound 'R' gives a negative Tollens' test, indicating it is a ketone. Both 'Q' and 'R' give a positive iodoform test (yellow precipitate with I ₂ and NaOH ). The only aldehyde that gives a positive iodoform test is acetaldehyde ( CH ₃ CHO ). Thus, 'Q' is acetaldehyde (2 carbon atoms). Since the starting alkene 'P' has 5 carbon atoms ( C ₅ H ₁₀ ), the ketone 'R' must have 5 - 2 = 3 carbon atoms. The only 3-carbon ketone is a