Esters

[catwoman4965]

Hey
Why does an ester not react with PCl 5 or PCl 3?
the ester being ethyl ethanoate.
When PCl 5 is reacted with a an alcohol, does it produce
CO 2?
And last question, do aldehydes, ketones, carboyxlic acids and alcohols mix with water?
Many thanks
Sara C

[Lilienthal]

1) Because the mechanism is via a mixed anhydride?
2) No, why? phosphoric acid + alkylchloride are the final products
3) some do, some don't...

[SPISSHAK]

I think you mean the mechanism beween a carboxylic acid and a phosphorous halide is a mixed anhydride mechanism.
But what about a metathesis reaction with an alcohol and a phosphorous halide that's Sn2? right?