Question

1 mole of C$_5$H$_{10}$ on ozonolysis gives two compounds X and Y. Both give iodoform test. X gives Tollens' test but Y does not. Identify X and Y.}

• A. CH$_2$O ; CH$_3$COC$_2$H$_5$
• B. CH$_3$CHO ; (CH$_3$)$_2$CO
• C. (CH$_3$)$_2$CO ; CH$_3$CHO
• D. CH$_3$COOH ; (CH$_3$)$_2$CO

Hint:

Tollens’ test → aldehyde only (not ketones).

Answer 1

The Correct Option is B

Step 1: Ozonolysis of alkene C$_5$H$_{10}$ gives carbonyl compounds.

Step 2: Both products give iodoform test → both must contain CH$_3$CO– or CH$_3$CH(OH)– type precursors.

Step 3: X gives Tollens’ test → X is aldehyde (CH$_3$CHO).

Step 4: Y does NOT give Tollens’ test → Y is ketone, specifically acetone (CH$_3$COCH$_3$).

Step 5: Therefore X = CH$_3$CHO and Y = (CH$_3$)$_2$CO.