An alkene [A] with molecular formula, on ozonolysis and subsequent hydrolysis gives a mixture of…
An alkene [A] with molecular formula, $\text{C}_5\text{H}_{10}$ on ozonolysis and subsequent hydrolysis gives a mixture of two compounds, [B] and [C]. Compound [B] gives positive Fehling’s test and also reacts with iodine and NaOH solution. Compound [C] does not give Fehling’s test but forms iodoform.
Identify compounds [A], [B] and [C]. Write the iodoform reaction either with compound [B] or [C].
Answer
Answer
AIWritten by AI (gemini) - it can contain mistakes.
[A] is 2-methylbut-2-ene, $\text{CH}_3-\text{C}(\text{CH}_3)=\text{CH}-\text{CH}_3$ (or pent-2-ene).
[B] is acetaldehyde, $\text{CH}_3\text{CHO}$ (gives positive Fehling's test and iodoform test).
[C] is acetone, $\text{CH}_3\text{COCH}_3$ (does not reduce Fehling's solution but forms iodoform).
Iodoform reaction with acetone [C]:
$\text{CH}_3\text{COCH}_3 + 3\text{I}_2 + 4\text{NaOH} \rightarrow \text{CHI}_3\downarrow + \text{CH}_3\text{COONa} + 3\text{NaI} + 3\text{H}_2\text{O}$
From ISC 2027 Specimen Chemistry Paper 1, question 3.