Identify products A and B from the given 1H NMR data.a. Treatment of CH2 = CHCOCH3 with one equivalent of HCl forms compound A. A exhibits the following absorptions in its 1H NMR spectrum: 2.2 (singlet, 3 H), 3.05 (triplet, 2 H), and 3.6 (triplet, 2 H) ppm. What is the structure of A?b. Treatment of acetone [(CH3)2C = O] with dilute aqueous base forms B. Compound B exhibits four singlets in its 1H NMR spectrum at 1.3 (6 H), 2.2 (3 H), 2.5 (2 H), and 3.8 (1 H) ppm. What is the structure of B?

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Asked Dec 29, 2019
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Identify products A and B from the given 1H NMR data.
a. Treatment of CH2 = CHCOCH3 with one equivalent of HCl forms compound A. A exhibits the following absorptions in its 1H NMR spectrum: 2.2 (singlet, 3 H), 3.05 (triplet, 2 H), and 3.6 (triplet, 2 H) ppm. What is the structure of A?
b. Treatment of acetone [(CH3)2C = O] with dilute aqueous base forms B. Compound B exhibits four singlets in its 1H NMR spectrum at 1.3 (6 H), 2.2 (3 H), 2.5 (2 H), and 3.8 (1 H) ppm. What is the structure of B?

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Expert Answer

Step 1

(a). The given compound is CH2=CHCOCH3.  It reacts with one equivalent of HCl to form compound A.  The reaction of CH2=CHCOCH3 with one equivalent of HCl is shown below:

Chemistry homework question answer, step 1, image 1
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Step 2

The 1H-NMR spectrum of compound A is shown below:

Chemistry homework question answer, step 2, image 1
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Step 3

The given compound is acetone (CH3)2C=O.  It reacts with dilute aqueous base to form compound B.  T...

Chemistry homework question answer, step 3, image 1
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