Describe the appearance of the 1H NMR spectrum of each of the following compounds. How many signals would you expect to find, and into how many peaks will each signal be split?
(a) 1,2-Dichloroethane
(b) 1,1,1-Trichloroethane
(c) 1,1,2-Trichloroethane
(d) 1,2,2-Trichloropropane
(e) 1,1,1,2-Tetrachloropropane
Sample Solution (a) All the protons of 1,2-dichloroethane (ClCH2CH2Cl) are chemically equivalent and have the same chemical shift. Protons that have the same chemical shift do not split each other's signal, and so the NMR spectrum of 1,2-dichloroethane consists of a single sharp peak.
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