The Question : An alkene ‘A’ (Mol. formula C5H10) on ozonolysis gives a mixture of two compounds ‘B’ and ‘C’. Compound ‘B’ gives positive Fehling’s test and also forms iodoform on treatment with I2 and NaOH. Compound ‘C’ does not give Fehling’s test but forms iodoform. Identify the compounds A, B and
C) Write the reaction for ozonolysis and formation of iodoform from B and
C)
Solution for the question :
Compound A is an alkene, on ozonolysis it will give carbonyl compounds. As both B and C have >C=O group, B gives positive Fehling’s test so it is an aldehyde and it gives iodoform test so it is so it has CH3C=O group. This means the aldehyde is acetaldehyde C does not give Fehling’s test, so it is a ketone. It gives positive iodoform test so it is a methyl ketone means it has CH3C=O groupCompound A (C5H10) on ozonlysis gives B (CH3CHO) + C (CH3COR) So “C” is CH3COCH3
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