Compound A is a hydrocarbon with a molar mass of 96g/mol, with the given C13 spectral data. When compound A reacts with BH3 followed by the treatment with basic H2O2 it is converted to compound B. Propose structures for A and B, explain your analysis. Compound A- Proton decoupled C NMR: 26.8, 28.7, 35.7, 106.9, 149.7 δ. DEPT-90: No peak. DEPT-135: No positive peaks; negative peaks at 26.8, 28.7, 35.7, 106.9 δ. Compound B- Proton decoupled C 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
Compound A is a hydrocarbon with a molar mass of 96g/mol, with the given C13 spectral data. When compound A reacts with BH3 followed by the treatment with basic H2O2 it is converted to compound B. Propose structures for A and B, explain your analysis. Compound A- Proton decoupled C NMR: 26.8, 28.7, 35.7, 106.9, 149.7 δ. DEPT-90: No peak. DEPT-135: No positive peaks; negative peaks at 26.8, 28.7, 35.7, 106.9 δ. Compound B- Proton decoupled C 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
Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter21: Benzene And The Concept Of Aromaticity
Section: Chapter Questions
Problem 21.26P: Compound I (C11H14O2) is insoluble in water, aqueous acid, and aqueous NaHCO3, but dissolves readily...
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Compound A is a hydrocarbon with a molar mass of 96g/mol, with the given C13 spectral
data. When compound A reacts with BH3 followed by the treatment with basic H2O2 it is
converted to compound B. Propose structures for A and B, explain your analysis.
Compound A- Proton decoupled C NMR: 26.8, 28.7, 35.7, 106.9, 149.7 δ.
DEPT-90: No peak.
DEPT-135: No positive peaks; negative peaks at 26.8, 28.7, 35.7, 106.9 δ.
Compound B- Proton decoupled C 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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