7. Suggest chemical structures for compounds A, B, and C, and answer the subsequent spectroscopy question Et 1. NaH Na,Cr207 LIAIHA (2 equiv) A в H2SO4, H20 Ét then H2O/N2OH 2. CH3Í (2 equiv) (a) Provide structures for compounds A, B, and C. [Hint: Compound C has the formula C10H1402, M* = 166 ] (b) Compound C has the following 'H NMR chemical shifts: 8 3.36 (s, 6H), 4.43 (s, 4H), 7.31 (s, 4H). Label the chemically-inequivalent protons as HA, HB, Hc, etc. and clearly assign the chemical shifts. (c) Compound C has the following13C NMR chemical shifts: 8 58, 75, 128, 138. Label the chemically-inequivalent carbons as C1, C2, C3, and C4 and assign the chemical shifts

7. Suggest chemical structures for compounds A, B, and C, and answer the subsequent spectroscopy question Et 1. NaH Na,Cr207 LIAIHA (2 equiv) A в H2SO4, H20 Ét then H2O/N2OH 2. CH3Í (2 equiv) (a) Provide structures for compounds A, B, and C. [Hint: Compound C has the formula C10H1402, M* = 166 ] (b) Compound C has the following 'H NMR chemical shifts: 8 3.36 (s, 6H), 4.43 (s, 4H), 7.31 (s, 4H). Label the chemically-inequivalent protons as HA, HB, Hc, etc. and clearly assign the chemical shifts. (c) Compound C has the following13C NMR chemical shifts: 8 58, 75, 128, 138. Label the chemically-inequivalent carbons as C1, C2, C3, and C4 and assign the chemical shifts

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter13: Structure Determination: Nuclear Magnetic Resonance Spectroscopy

Section13.SE: Something Extra

Problem 56GP: Long-range coupling between protons more than two carbon atoms apart is sometimes observed when ...

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