Master Organic Chemistry Reaction Guide

Formation of chlorohydrins from alkenes using water and Cl2

Description: Alkenes treated with chlorine (Cl2) in the presence of water will form chlorohydrins. The stereochemistry of the products is anti.

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Real-Life Example:

Org. Synth. 1953, 33, 15
DOI Link: 10.15227/orgsyn.033.0015

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13 thoughts on “Formation of chlorohydrins from alkenes using water and Cl2

  1. could you by any chance explain the mechanism of the 3 rxn? trying to get it and I’m not sure if the water that just attacked leaves or if the HCl adds an H to the other OH and then that leaves

        1. Hi,
          according to the mechanism drawn, should the reaction also happen without water? Chloride can act as a base in that case.

  2. hi , in the 3rd reaction , i checked the mechanism , based on what you choose the intra OH to attack instead of water ? thank you :)

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