Proton NMR Spectrum of 1,2-dichloropropane
Proton NMR spectrum of 1,2-dichloropropane shows distinct absorptions for the methylene protons on C1. These hydrogen atoms are diastereotopic and are chemically non-equivalent.
Diastereotopic protons will give different signals in the spectrum.
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Diastereomerism also occurs in saturated acyclic compounds; for example, 1,2-dichloropropane is a simple compound that contains diastereotopic protons. The two protons on the -CH2Cl group are diastereotopic; their imaginary replacement give diastereomers.
Diastereotopic protons are usually vicinal to stereocenters (chiral carbons).
Diastereotopic Protons in Cyclic Compounds
Protons He and Hf are diastereotopic because Hc is cis to the hydroxyl group, while Hf is trans. Across the internal plane of symmetry, protons Hc are cis to the hydroxyl group and protons Hd are trans to the hydroxyl group. Protons Hc and Hd are diastereotopic and capable of splitting each other.
Diastereotopic protons will split each other but enantiotopic protons will not split each other.
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