Q22 · CSIR-NET Chemistry, June 2011
Paper: CSIR-NET June 2011 · Subject: Organic Chemistry · Chapter: Organic Spectroscopy · Topic: IR · 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: B ✓ checked by 4AB · confidence high
Explanation
In α-cleavage of an alcohol radical cation the largest alkyl radical is lost preferentially (best radical stabilisation): C₃H₇ > Et > Me (b).
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