Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 13.SE, Problem 60GP
Compound A, a hydrocarbon with M+=96 in its mass spectrum, has the 13C spectral data given below. On reaction with BH3, followed by treatment with basic H2O2. A is converted into B, whose, 13C spectral data are also given below. Propose structures for A and B.
Compound A
Broadband-decoupled l3C NMR: 26.8, 28.7, 35.7, 106.9, 149.7 δ DEPT-90: no peaks DEPT-135: no positive peaks; negative peaks at 26.8, 28.7, 35.7, 106.9 δ
Compound B
Broadband-decoupled 13C NMR: 26.1, 26.9, 29.9, 40.5, 68.2 δ DEPT-90: 40.5 δ
DEPT-135: positive peak at 40.5 δ; negative peaks at 26.1, 26.9. 29.9, 68.2 δ
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Chapter 13 Solutions
Organic Chemistry
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