ABC26OR0121 · Organic Spectroscopy
Subject: Organic Chemistry · Chapter: Organic Spectroscopy · Topic: IR · Exam: CSIR-NET JUNE 2011 · Marks: 2 · Difficulty: Hard
In the mass spectrum of the compound given below, during the $\alpha$-cleavage, the order of preferential loss of groups is: 
(a)$\mathrm{Me}>\mathrm{C}_{3} \mathrm{H}_{7}>\mathrm{Et}$
(b)$\mathrm{C_3H_7} > \mathrm{Et} > \mathrm{Me}$
(c)$\mathrm{Et} > \mathrm{Me} > \mathrm{C_3H_7}$
(d)$\mathrm{Et} > \mathrm{C_3H_7} > \mathrm{Me}$
Answer
Answer (as printed): B
Explanation
PCC stands for pyridinium chlorochromate. It is an oxidizing agent that converts primary alcohol to aldehyde and secondary alcohol to ketone in general. The mechanism of the reaction is shown below:
Explanation as extracted from the printed page; notation may be imperfect.