Question

An organic compound $'X'$ on treatment with pyridinium chlorochromate in dichloromethane gives compound $'Y'$ Compound $'Y'$ reacts with $I_{2}$ and alkali to form triiodomethane. The compound $'X'$ is

• A. $C_{2}H_{5}OH$
• B. $CH_{3}CHO$
• C. $CH_{3}COCH_{3}$
• D. $CH_{3}COOH$

Answer 1

Answer: (A)

$C _{2} H _{5} OH +[ O ] \xrightarrow[\text{in}CH_2Cl_2]{ PCC } \underset{(Y)}{CH _{3} CHO}$
$\underset{(Y)}{CH _{3} CHO} +4 NaOH +3 I _{2} \longrightarrow $
$\underset{\text {(yellow ppt.)triiodomet }}{ CHI _{3}}+ HCOONa +3 H _{2} O +2 NaI$