Q19 · CSIR NET Chemistry, December 2017
Paper: CSIR NET December 2017 · Subject: Organic Chemistry · Chapter: Reagents, Reaction Mechanisms & Named Reactions · Topic: Reagents, Reaction Mechanisms & Named Reactions – General · Marks: 2 · Difficulty: Medium
The major product A and B in the following reaction sequence are: 
$\rightarrow$ A $\rightarrow$ 
$\mathrm{(Ph_3P)_2PdCl_2}$, KOH $\rightarrow$ B
$\rightarrow$ A $\rightarrow$ $\mathrm{(Ph_3P)_2PdCl_2}$, KOH $\rightarrow$ B(a)
(b)A = 
(c)
(d)
Answer
Answer: B ✓ checked by 4AB · confidence high
Explanation
Catecholborane hydroborates 1-hexyne to the (E)-1-alkenylboronic acid (A); Suzuki coupling with (Z)-1-bromopropene retains both geometries, giving the (E,Z)-diene (b).
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