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Compound J has molecular formula of CH120. The 'H NMR spectrum, C broadband decoupled NMR spectrum, DEPT-90, DEPT-135, COSY spectrum, and HETCOR (HSQC) spectra are

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Compound J has molecular formula of CH120. The 'H NMR spectrum, C broadband decoupled NMR spectrum, DEPT-90, DEPT-135, COSY spectrum, and HETCOR (HSQC) spectra are provided below. Infrared spectrum reveals strong absorption peaks at 1715 cm and at near 3000-2800 cm. a) Provide a complete assignment of all protons and carbons in 'H-NMR and "C-NMR spectra. From the assignments, determine the HD, the structure for Compound J and label each proton according to the label in 'H NMR spectrum b) For each of the COSY and HETCOR spectrum, draw appropriate cross-lines to indicate the correlations and tabulate all correlations. "C NMR: Broadband decoupled spectrum 1H NMR spectrum Doublet 6H (b) Triplet, 3H (a) Quartet 2H Septe.1H () (d) 2.6 60 2.2 1.8 1.0 220 200 100 100 140 80 1.4 100 om 40 (opm) HETCOR Correlation COSY Contour Correlation Ippm Ppm 35 30 25 20 10 ppm 2.6 2.2 1.8 1.4 1.0 1.0 40 0.6 0.8 1.0 1.2 1.4 1.6 1.7 18 2.0 2.6 2.2 1.8 1.4 22 24 26. 28 19C NMR: DEPT 90 and DEPT-135 DEPT-135 DEPT-90 Normal carbon, ppm 7.9 18.4 33.4 40.6 215 Positive Positive Negative Positive No peak No peak No peak No peak positive No peak

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