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- 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?Compound X (molecular formula C10H120) was treated with NH2NH2, ¯OH to yield compound Y (molecular formula C10H14). Match the 1H NMR spectra of X and Y to the corresponding structures of X and Y. Compound NH2NH2 Compound 'H NMR of X 6 H OH Y 1 H 5H 8. 6. 4 ppm or H NMR of Y 6 H 2H 5H 1 H multiplet multiplet 8. 6. 4. 3. 1 nnm 2. 2. 3, O:A and B, isomers of molecular formula C3H5Cl3, are formed by the radical chlorination of a dihalide C of molecular formula C3H6Cl2. a.Identify the structures of A and B from the following 1H NMR data: Compound A: singlet at 2.23 and singlet at 4.04 ppm Compound B: doublet at 1.69, multiplet at 4.34, and doublet at 5.85 ppm b.What is the structure of C?
- What is the structure of a compound of molecular formula C10H14O2 that shows a strong IR absorption at 3150–2850 cm-1 and gives the following 1H NMR absorptions: 1.4 (triplet, 6 H), 4.0 (quartet, 4 H), and 6.8 (singlet, 4 H) ppm?ee ? 17. Which of the following agrees with ¹H NMR spectrum shown below: 3H 2H 3H singlet sextet 2 PPM all B) may D) O. and OH sloni triplet 3 xnG od to doid bevised O A) oldsta ton ei be H₂ Hlo als C) ortune or Je D) 2H triplet #76How many signals are expected in the decoupled ¹³C NMR spectrum of 3-bromotoluene? Br CH3
- Two compounds with the molecular formula C5H10O have the following 1H and 13C NMR data. Both compounds have a strong IR absorption band in the 1710–1740-cm_1 region. Elucidate the structure of these two compounds and interpret the spectra. (10) (a) 1H NMR: d 2.55 (septet, 1H), 2.10 (singlet, 3H), 1.05 (doublet, 6H); 13C NMR: d 212.6, 41.5, 27.2, 17.8 (b) 1H NMR: d 2.38 (triplet, 2H), 2.10 (singlet, 3H), 1.57 (sextet, 2H), 0.88 (triplet, 3H); 13C NMR: d 209.0, 45.5, 29.5, 17.0, 13.215. 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 8Propose a structure consistent with each set of data 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