Compound A, MW 72, shows an IR absorption at 1711 cm-1 and a 1H NMR spectrum with peaks at 2.4 8 (2 H, quartet), 2.1 8 (3H, singlet) and 1.1 8 (3 H, triplet). Propose a structure for A. Drawing
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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.Propose a structure consistent with each set of data Compound B:Molecular formula: C9H10O2 IR absorption at 1669 cm−1 1H NMR data: 2.5 (singlet, 3 H), 3.8 (singlet, 3 H), 6.9 (doublet, 2 H),and 7.9 (doublet, 2 H) ppmPropose a structure consistent with each set of data.a. Compound A:Molecular formula: C8H10OIR absorption at 3150–2850 cm–11H NMR data: 1.4 (triplet, 3 H), 3.95 (quartet, 2 H), and 6.8–7.3 (multiplet, 5 H) ppm b. Compound B:Molecular formula: C9H10O2IR absorption at 1669 cm–11H NMR data: 2.5 (singlet, 3 H), 3.8 (singlet, 3 H), 6.9 (doublet, 2 H), and 7.9 (doublet, 2 H) ppm
- . 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.Identify products A and B from the given 1H NMR data. 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, 3H), 3.05 (triplet, 2 H), and 3.6 (triplet, 2 H) ppm. What is the structure of A?Treatment of benzoic acid (C6H5CO2H) with NaOH followed by 1-iodo-3-methylbutane forms H. H has a molecular ion at 192 and IR absorptions at 3064, 3035, 2960–2872, and 1721 cm-1. Propose a structure for H.
- 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?Reaction of p-cresol with two equivalents of 2-methylprop-1-ene affordsBHT, a preservative with molecular formula C15H24O. BHT gives thefollowing 1H NMR spectral data: 1.4 (singlet, 18 H), 2.27 (singlet, 3 H), 5.0(singlet, 1 H), and 7.0 (singlet, 2 H) ppm. What is the structure of BHT?Draw a stepwise mechanism illustrating how it is formed.Compound A, C8H10O, has the IR and 1H NMR spectra shown. Propose a structure consistent with the observed spectra, and label each peak in the NMR spectrum. Note that the absorption at 5.5 î disappears when D2O is added.
- Treatment of compound E (molecular formula C4H8O2) with excess CH3CH2MgBr yields compound F (molecular formula C6H14O) after protonation with H2O. E shows a strong absorption in its IR spectrum at 1743 cm-1. F shows a strong IR absorption at 3600–3200 cm-1. The 1H NMR spectral data of E and F are given. What are the structures of E and F?Compound E signals at 1.2 (triplet, 3 H), 2.0 (singlet, 3 H), and 4.1 (quartet, 2 H) ppmCompound F signals at 0.9 (triplet, 6 H), 1.1 (singlet, 3 H), 1.5 (quartet, 4 H), and 1.55 (singlet, 1 H) ppmCompound P has molecular formula C5H9C102. Deduce the structure of P from its 1H and 13C NMR spectra.Identify products A and B from the given 1H NMR data. 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 (1H) ppm. What is the structure of B?