Q55 / 120 · NEET 2010 (Mains) · Chemistry
Following compounds are given
A. $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{OH}$
B. $\mathrm{CH}_3 \mathrm{COCH}_3$
C. 
$$
\text { D. } \mathrm{CH}_3 \mathrm{OH}
$$
Which of the above compound(s), on being warmed with iodine solution and $\mathrm{NaOH}$, will give iodoform?

$$ \text { D. } \mathrm{CH}_3 \mathrm{OH} $$ Which of the above compound(s), on being warmed with iodine solution and $\mathrm{NaOH}$, will give iodoform?
- AA, C and D
- BOnly B
- Correct answerCA, B and C
- DA and B
Solution
$$
\text { Compounds having either }
$$

$$ \text { group or } $$ $\mathrm{CH}_3 \mathrm{CHOH}-$ group, give iodoform when warmed with $\mathrm{I}_2$ and $\mathrm{NaOH}$. Thus,
give iodoform when warmed with $\mathrm{I}_2$ and $\mathrm{NaOH}$. (Remember, NaOI oxidises $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{OH}$ to $\mathrm{CH}_3 \mathrm{CHO}$, thus it gives positive iodoform test.)

$$ \text { group or } $$ $\mathrm{CH}_3 \mathrm{CHOH}-$ group, give iodoform when warmed with $\mathrm{I}_2$ and $\mathrm{NaOH}$. Thus,

give iodoform when warmed with $\mathrm{I}_2$ and $\mathrm{NaOH}$. (Remember, NaOI oxidises $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{OH}$ to $\mathrm{CH}_3 \mathrm{CHO}$, thus it gives positive iodoform test.)
Hence, the correct answer is option: 'C'.