Question: Answer with reference to the structures of the isomeric Compounds 1 and 2 below. (i) Predict the 1H NMR spectrum of Compound 1. Predict means

 Answer with reference to the structures of the isomeric Compounds 1

Answer with reference to the structures of the isomeric Compounds 1 and 2 below. (i) Predict the 1H NMR spectrum of Compound 1. Predict means indicate the expected number of signals, their approximate chemical shift, their multiplicity, and their relative integrals. (ii) Explain how the chemical shift position of the 1H NMR signal for the methylene group (CH2)of Compound 2 would be expected to differ from that of the methylene group of Compound 1. (iii) Predict the 13C NMR of Compound 1 above. Predict means indicate the approximate chemical shifts of the expected signals and assign them to the carbon that gave rise to them. (iv) How many signals would you expect in DEPT 135 NMR spectrum of Compound 1 ? Indicate which signals will have positive and which will have negative intensities in the DEPT-135 spectrum

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