How would you expect phosphorus pentachloride to react with ethanol? How does this reaction resemble the reaction of phosphorus pentachloride with ethanoic acid?

1 Answer
Nov 29, 2016

Answer:

With alcohol:
#PCl_5+ROH rarr O=PCl_3 + RCl + HCl#

Explanation:

With acid:

#PCl_5+RC(=O)OH rarr O=PCl_3 + RC(=O)Cl + HCl#

#"Phosphorus pentachloride"# is a halogenating agent. It is rarely used these days, as you have to remove the #"pockle3"# after the reaction. #PCl_5# is very water sensitive, and a bit hard to handle. A better alternative might be #"thionyl chloride"#, which you can pour out of a bottle and distill off:

#RCO_2H + SOCl_2 + Delta rarr RC(=O)Cl + SO_2uarr + HCluarr#