(a) Deduce the structure of product A, which is highly symmetrical:

The following are selected spectral data for A:
MS (m/z): 220 (M+.)
IR (cm-1): 2930, 2860, 1715
1H NMR (δ): 1.25 (m), 1.29 (m), 1.76 (m), 1.77 (m), 2.14 (s), and 2.22 (t); (area ratios 2:1:2:1:2:2, respectively)
13C NMR (δ): 23 (CH2), 26 (CH2), 27 (CH2), 29 (C), 39 (CH), 41 (CH2), 46 (CH2), 208 (C)
(b) Write a mechanism that explains the formation of A.

Transcribed Image Text:

2人 / ethanol, A