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Topic: separation of these 2 products  (Read 3803 times)

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Offline hkalfighter

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separation of these 2 products
« on: April 22, 2006, 08:25:48 PM »
ethanoic acid and ethyl ethanoate
apart from using fractional distillation , can i use technique of solvent extraction to separate them.
add NaOH and ether to the solution and form 2 layers (organic and aqueous) and then run off 1 layer , add NaOH to the aquous layer to regenerate ethanoic acid and distill off ether to get ester.
my doubt is that whether ester form H-bond and dissolve in the aqueous layer and i can't separate them this way

Offline wereworm73

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Re: separation of these 2 products
« Reply #1 on: April 22, 2006, 08:41:17 PM »
Ethanoic acid & ethyl ethanoate are both miscible in ether.  Maybe chloroform, dichloromethane, or something oily would work better.

« Last Edit: April 22, 2006, 09:05:53 PM by wereworm73 »

Offline hkalfighter

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Re: separation of these 2 products
« Reply #2 on: April 22, 2006, 10:10:08 PM »
really ? ethanoic acid is miscible with ether even in the form of sodium ethanoate ?? why ? because ethanoic is a weak acid ???

Offline wereworm73

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Re: separation of these 2 products
« Reply #3 on: April 22, 2006, 10:31:08 PM »
Hydrated sodium ethanoate is still soluble in ether.  Also, ethyl ethanoate is soluble in water (about 8g per 100mL around room temp.) as well as sodium ethanoate & ethanoic acid.

Offline Borek

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Re: separation of these 2 products
« Reply #4 on: April 23, 2006, 04:59:21 AM »
What do you want to use ether for? Won't it be enough to shake your mixture with water solution of NaOH to remove acetic acid?
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