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Identify the structures of A and B, isomers of molecular formula
C10H12O2, from their IR data and 1H NMR spectra.
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- 3-Chlorocyclopropene, on treatment with AgBF4, gives a precipitate of AgCl and a stable solution of a product that shows a single 1H NMR absorption at 11.04 δ. What is a likely structure for the products, and what is its relation to HĂ¼ckel’s rule?When measured on a spectrometer operating at 200 MHz, chloroform (CHCl3) shows a single sharp absorption at 7.3 δ. (a) How many parts per million downfield from TMS does chloroform absorb? (b) How many hertz downfield from TMS would chloroform absorb if the measurement were carried out on a spectrometer operating at 360 MHz? (c) What would be the position of the chloroform absorption in δ units when measured on a 360 MHz spectrometer?Nitriles, R–=C≡N, undergo a hydrolysis reaction when heated with aqueous acid. What is the structure of the compound produced by hydrolysis of propanenitrile, CH3CH2C≡N, if it has IR absorptions from 2500–3100 cm-1 and at 1710 cm-1, and has M+=74?
- What is the structure from the formula C9H12O and the spectra?Treatment of alcohol A (molecular formula C5H12O) with CrO3, H2SO4, and H2O affords B with molecular formula C5H10O, which gives an IR absorption at 1718 cm−1. The 1H NMR spectrum of B contains the following signals: 1.10 (doublet, 6 H), 2.14 (singlet, 3 H), and 2.58 (septet, 1 H) ppm. What are the structures of A and B?Treatment of anisole (CH3OC6H5) with Cl2 and FeCl3 forms P, which has peaks in its mass spectrum at m/z = 142 (M), 144 (M + 2), 129, and 127. P has absorptions in its IR spectrum at 3096–2837 (several peaks), 1582, and 1494 cm-1. Propose possible structures for P.
- 1 /3 > 248% O 上 2. Determine the structure of a compound with a molecular formula of C,H12O and exhibits the following 'H NMR and 13C NMR spectra. No peaks exchange in D2O. | = 6 | = 3 13 C NMR 1.0 |= 2 the | = 1 2.6 2.4 8.e 7.8 3.e 2.0 wwww 8.0 9.0 6.0 5.0 4.0 1.0 1 H NMRElucidate the structure using the 1H and 13C NMR data.¹H-NMR Spectra 3 M.F. = C₂H₁3NO 1 S 10 -00 8 6 PPM 4 N 21 3 ſ 2[2] -~ 2 3 j