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What multiplicities are observed for the signals in the off-resonance decoupled 13C NMR spectrum of 1-bromo-2,3-dichlorocyclopropene?Select answer from the options belowa singlet and 2 doubletsa singlet, a doublet and a tripleta singlet, a triplet, and a quartet3 singlets2 singlets and a doublet

Question

What multiplicities are observed for the signals in the off-resonance decoupled 13C NMR spectrum of 1-bromo-2,3-dichlorocyclopropene?Select answer from the options belowa singlet and 2 doubletsa singlet, a doublet and a tripleta singlet, a triplet, and a quartet3 singlets2 singlets and a doublet

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Solution

The compound 1-bromo-2,3-dichlorocyclopropene has three distinct carbon environments, so we would expect to see three signals in the 13C NMR spectrum.

  1. The carbon attached to the bromine atom is unique and will give a singlet.
  2. The carbon attached to two chlorine atoms is also unique and will give another singlet.
  3. The carbon in between these two carbons is attached to two different types of carbons, so it will split into a doublet due to the n+1 rule (where n is the number of neighboring carbons).

So, the correct answer is "2 singlets and a doublet".

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