Explain the main features of the 1 H NMR spectrum of crotonic acid (4), Spec. Deduce he stereochemistry of the carboxylic acid (CO2H peak pot sbown)
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- The carbonyl absorption of an amide typically occurs in the 1630–1680 cm-1 range, while the carbonyl absorption of an ester occurs at much higher wavenumber, typically 1735–1745 cm-1. Account for this difference.Fully interpret the 1H-NMR spectrum of 4-vinylbenzoic acid providedPropose a structure for the molecule with the formula of C5H10O from the H NMR, C NMR, IR and mass spectrometry spectrums.
- Based on the 13C NMR data provided with multiplicity, deduce the structures of each of the benzenoid aromatic compounds below, where the molecular formula for compound is C10H14. a. 134(s), 131(d), 19(q)3 The 1H- and 13C-NMR data of an ester of molecular formula C6H10O2 are given below. Also shown are the COSY and HETCOR NMR spectra of the ester. Identify the ester, explaining how you reach your conclusion. 1H-NMR: 7.20-6.90 (1H), 5.85 (1H), 4.16 (2H), 1.88 (3H), 1.31 (3H) ppm 13C-NMR: 166.7, 144.5, 123.0 , 60.2, 18.0, 14.3 ppmTreatment of butan-2-one (CH3COCH2CH3) with strong base followed byCH3I forms a compound Q, which gives a molecular ion in its massspectrum at 86. The IR (> 1500 cm−1 only) and 1H NMR spectra of Q aregiven below. What is the structure of Q?
- Propose the 1H and 13C NMR spectrum, including DEPT-90, DEPT-135 and Decoupled, of the following structures.Following is a 1H-NMR spectrum of2-butanol, Explain why the CH2 protons appear as a complex multiplet rather than as a simple quintet.(a) The 'H-NMR spectrum of cyclobutanone shows two signals - signal A at 3.00 ppm and signal B at 1.95 ppm. Give the multiplicity of each signal. cyclobutanone (b) When cyclobutanone is treated with D20 and NaOD, the only signal observable in the 1H-NMR is a singlet at 2.00 ppm. Explain why this is the case. [Note: Deuterium atoms do not display signals in the TH-NMR spectrum]
- Predict the 13C-NMR spectrum of methyl orange in DMSO-d6. How many signals will beobserved and in which range?ClCH₂CO₂H , elucidate the following spectra bellowAn organic compound B with formula C6H14O has the following: IR Spectroscopy 2974 cm-1, 1080 cm-1 Mass Spectrometry 102 (M+), 87, 73 1H NMR Spectroscopy Eight signals at δ 1.10 (d, 3H), 1.13 (dd, 3H), 1.14 (dd, 3H), 1.59 (ddq, 1H), 1.60 (ddq, 1H), 3.19 (ddq, 1H), 3.51 (dq, 1H), 3.50 (dq, 1H). Compound B is obtained by the reaction of compound A with NaH followed by CH3CH2Br. The stereochemistry of A is "S" Using this information, deduce a plausible structure for Compound A with correct stereochemistry.