The major product formed in the following reaction is + 1. Δ 2. TiCl₃, HCl · ABC26OR1025
Subject: Organic Chemistry · Chapter: Pericyclic Reactions · Topic: Pericyclic Reactions – General · Exam: CSIR NET JUNE 2013 · Marks: 2 · Difficulty: Medium
The major product formed in the following reaction is 
+ 
1. $\Delta$ 
2. $\mathrm{TiCl_3}$, HCl
+ 1. $\Delta$ 2. $\mathrm{TiCl_3}$, HCl(a)
(b)
(c)
(d)
Answer
Answer: A ✓ checked by 4AB · confidence medium
Explanation
Isoprene + nitroalkene Diels–Alder follows the 'para' rule, giving 4-methyl-1-nitrocyclohex-3-ene. TiCl₃/HCl converts the secondary nitro group into the ketone (Nef-type, via oxime), giving 4-methylcyclohex-3-enone (a).
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