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organic compound B with formula C6H14O has the following: IR Spectroscopy      2974 cm-1, 1080 cm-1 Mass Spectrometry       102 (M+), 87, 73 1H NMR Spectroscopy    Eight signals at δ 1.10 (d, 3H), 1.13 (dd, 3H), 1.14 (dd, 3H), 1.59 (ddq, 1H), 1.60 (ddq, 1H), 3.19 (ddq, 1H), 3.51 (dq, 1H), 3.50 (dq, 1H). Compound B is obtained by the reaction of compound A with

organic compound B with formula C6H14O has the following: IR Spectroscopy      2974 cm-1, 1080 cm-1 Mass Spectrometry       102 (M+), 87, 73 1H NMR Spectroscopy    Eight signals at δ 1.10 (d, 3H), 1.13 (dd, 3H), 1.14 (dd, 3H), 1.59 (ddq, 1H), 1.60 (ddq, 1H), 3.19 (ddq, 1H), 3.51 (dq, 1H), 3.50 (dq, 1H). Compound B is obtained by the reaction of compound A with

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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An organic compound B with formula C6H14O has the following:

IR Spectroscopy      2974 cm-1, 1080 cm-1

Mass Spectrometry       102 (M+), 87, 73 1H

NMR Spectroscopy    Eight signals at δ 1.10 (d, 3H), 1.13 (dd, 3H), 1.14 (dd, 3H), 1.59 (ddq, 1H), 1.60 (ddq, 1H), 3.19 (ddq, 1H), 3.51 (dq, 1H), 3.50 (dq, 1H).

Compound B is obtained by the reaction of compound A with NaH followed by CH3CH2Br. The stereochemistry of A is "S" 


Using this information, deduce a plausible structure for Compound A with correct stereochemistry.

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