1H NMR spectrum A corresponds to a molecule with the formula C3H5Cl. The compound shows significant IR bands at 730 (see Problem 53 of Chapter 11), 930, 980, 1630, and 3090 cm-1.
(a) Deduce the structure of the molecule.
(b) Assign each NMR signal to a hydrogen or group of hydrogens.
(c) The “doublet” at δ = 4.05 ppm has J ≈ 6 Hz. Is this in accord with your assignment in (b)?
(d) This “doublet,” upon five-fold expansion, becomes...