2. Thinking about your reasoning for the TLC question above, devise a way to sep

Question

2. Thinking about your reasoning for the TLC question above, devise a way to separate unreacted alcohol from your ester using column chromatography. You do not need to he specific about which solvent system to use, etc., just give a general procedure for the purification of the ester.

(Q1 for reference: 1. Propionic acid and methyl acetate are isomers. Which has the higher boiling point and why? Which one would have the greater Rf value on TLC? Why?

A: http://www.chegg.com/homework-help/questions-and-answers/propionic-acid-methyl-acetate-isomers-higher-boiling-point-one-would-greater-rf-value-tlc-q1365973 )

Explanation / Answer

~1)propionic acid has a higher B.P. acids have higher b.p than esters. cids have a free OH group which can associate into hydrogen bonding .more hydrogen bonding more higher B.P

but ester will have higher Rf because acids are more polar than esters .due to the free OH

TO PURIF THE ESTER OU CAN REMOVE IT BY ELUTING A MORE NON POLAR SOLVENT SYSTEM

AS ALCOHOL WOULD BE VERY POLAR TO ELUTE IN THIS SYSTEM

OR

IF U HAVE A LOWER ALCOHOL , CONCENTRATING WOULD EVAPOURATE OFF ALL THE UNREACTED ALCOHOL LEAVING BACK THE ESTER

OR

IF THE ALCOHOL CAN BE EXTRACTED OFF WITH A WORKUP WITH ORGANIC SOLVENT / WATER EXTRACTION.( IF ALCOHOL IS MISCIBLE IN WATER)

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