Question

Question: Treatment of W with CH₃Li, followed by CH₃l, affords compound Y (C₇H₁₄O ) as the major product. Y shows a strong absorption in its IR spectrum at , and its 1 H NMR spectrum is given below. (a) Propose a structure for Y. (b) Draw a stepwise mechanism for the conversion of W to Y.

Short answer

Answer

a.

b.

Step-by-step solution

NMR spectroscopy

The singlet, doublet, triplet signal, and so on of a proton depend upon the protons connected to the adjacent atom.

Steps involved in the reaction

(a)

The reaction is shown below:

Structure of Y

The NMR spectra of Y is explained as follows:

Structure of Y

(b)

The mechanism is shown below:

Conversion of W to Y