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Carbon NMR
15. Analytical Techniques:IR, NMR, Mass Spect / Carbon NMR / Problem 7

A sample of allyl chloride contained a significant amount of an impurity. The impurity was isolated using distillation technique and a 13C-NMR spectrum of the impurity was obtained.

If the molecular formula of the impurity is C3H6O:
(i) Give a plausible structure for the impurity.
(ii) Assign all peaks in the 13C-NMR spectrum of the impurity.
(iii) Explain how the impurity arose in the sample of allyl chloride.

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