←Compound A, MW 160, shows an IR absorption at 1735 cm-1and a 'H NMR spectrum with peaks at 4.20 8 (2 H, quartet), 3.348 (1H, singlet) and 1.27 8 (3 H, triplet). Propose a structure for A.DrawingVersion: 1.254.1 + productionProblem 7 of 3Atoms, Bondsand RingsCDraw or tap a new bond to

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Answered: ← Compound A, MW 160, shows an IR…

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions

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Problem 79AP: Compound A, MW 86, shows an IR absorption at 1730 cm-1 and a very simple 1H NMR spectrum with peaks...

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The proton NMR spectrum for a compound with formula C10H12O2 is shown below. The infrared spectrum has a strong band at 1711 cm-1. The broadband-decoupled 13C NMR spectral results are tabulated along with the DEPT135 and DEPT90 information. Draw the structure of this compound.
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. Compound A, MW = 86, shows an IR absorption at 1730 cm' and a very simple 'H NMR spectrum with peaks at 9.7 8 (1 H, singlet) and 1.2 8 (9 H, singlet). Propose a structure for A.
15. 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 compound B, whose ¹³C spectral data are also given below. Propose structures for A and B. Compound A Broadband-decoupled ¹³C NMR: 26.8; 28.7; 35.7; 106.9; 149.7 8 DEPT-90: no peaks DEPT 135: no positive peaks; negative peaks at: 26.8; 28.7; 35.7; 106.9 8 Compound B Broadband-decoupled ¹³C NMR: 26.1; 26.9; 29.9; 40.5; 68.2 8 DEPT-90: 40.5 8 DEPT-135: positive peaks at 40.5 8; negative peaks at: 26.1; 26.9; 29.9; 68.2 8
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Treatment of W with CH3Li, followed by CH3I, affords compound Y(C7H14O) as the major product. Y shows a strong absorption in its IRspectrum at 1713 cm−1, and its 1H NMR spectrum is given below. (a)Propose a structure for Y. (b) Draw a stepwise mechanism for theconversion of W to Y.
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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 DEPT-90: no peaks DEPT-135: no positive peaks; negative peaks at 26.8, 28.7, 35.7, 106.9 Compound B Broadband-decoupled 13C NMR: 26.1, 26.9, 29.9, 40.5, 68.2 DEPT-90: 40.5 DEPT-135: positive peak at 40.5 ; negative peaks at 26.1, 26.9. 29.9, 68.2
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← Compound A, MW 160, shows an IR absorption at 1735 cm-1 and a 'H NMR spectrum with peaks at 4.20 8 (2 H, quartet), 3.34 8 (1H, singlet) and 1.27 8 (3 H, triplet). Propose a structure for A. Drawing Version: 1.254.1 + production Problem 7 of 3 Atoms, Bonds and Rings C Draw or tap a new bond to