Fundamentals of Organic ChemistryChemistryAldehydes and Ketones
Identify the compounds A , B , and C in the following reaction sequence:
Options
- AIodoform, 2-propanol, propanone
- BIodoform, propyne, acetone
- CIodoform, ethylene, ethyl alcohol
- DIodoform, acetylene, acetaldehyde
Correct answer
D. Iodoform, acetylene, acetaldehyde
Step-by-step solution
Acetone ( CH ₃ COCH ₃ ) contains a methyl ketone group and undergoes the iodoform reaction when treated with iodine and an alkali. This produces iodoform ( CHI ₃ ) as a yellow precipitate. CH ₃ COCH ₃ + 3 I ₂ + 4 NaOH CHI ₃ (A) + CH ₃ COONa + 3 NaI + 3 H ₂ O Heating iodoform with silver powder results in a dehalogenation reaction, yielding acetylene ( HC CH ). 2 CHI ₃ + 6 Ag HC CH (B) + 6 AgI Acetylene undergoes hydration in the presence of dilute H ₂ SO ₄ and Hg ²⁺ (Kucherov reaction) to form an unstable enol inte