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Phosphorus pentachloride

used to chlorinate and form a halogenoalkane.

Phosphorus pentachloride (PCl5) is an off-white solid that fumes in damp air, producing hydrogen chloride gas.
For that reason it should be used in a fume cupboard.
When added to ethanol (C2H5OH), several observations can be made:

  1. There is an immediate vigorous reaction.

  2. Steamy irritating fumes (of HCl gas) are observed.

  3. Heat is produced.

  4. A white smoke forms with a glass rod wet with concentrated NH3.

Chloroethane, phosphorus oxychloride and hydrogen chloride form.

CH3CH2OH  +  PCl5  →  CH3CH2Cl  +  POCl3  +  HCl

PCl5 is an excellent “chlorinating agent”.

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