Compound W has the molecular formula C₁₁H₁₇N.Treatment of W with benzenesulfonyl chloride in base gives no reaction.Acidification of the resulting mixture gives a clear solution.The ¹H NMR spectrum of W consists of: triplet,
$\delta$ 1.0
Quartet,
$\delta$ 2.5
Singlet,
$\delta$ 3.6 (2H)
Multiplet,
$\delta$ 7.3 (5H)
The most likely structure for W is:

Question

Compound W has the molecular formula C₁₁H₁₇N.Treatment of W with benzenesulfonyl chloride in base gives no reaction.Acidification of the resulting mixture gives a clear solution.The ¹H NMR spectrum of W consists of: triplet,

\delta

1.0
Quartet,

\delta

2.5
Singlet,

\delta

3.6 (2H)
Multiplet,

\delta

7.3 (5H)
The most likely structure for W is:

Quizplus · Accepted Answer

The presence of a singlet at 3.6 ppm (2H) is consistent with an -NH2 group, which is present in option B. The quartet at 2.5 ppm indicates a CH2 group adjacent to an electronegative atom, which is also present in option B. The triplet at 1.0 ppm indicates a CH3 group, which is present in all the options. The multiplet at 7.3 ppm (5H) is consistent with the presence of five aromatic protons, which are present in option B. The lack of reaction with benzenesulfonyl chloride in base indicates the absence of a free amine or phenol group, which rules out options A, C, D, and E. Thus, option B is the most likely structure for compound W.

Compound W Has the Molecular Formula C11H17N δ\deltaδ 10 Quartet δ\deltaδ 25 Singlet

Compound W Has the Molecular Formula C₁₁H₁₇N $\delta$ 10
Quartet $\delta$ 25
Singlet