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Topic: ester synthesis (Read 1759 times)
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wm334
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ester synthesis
«
on:
August 20, 2015, 10:26:13 AM »
Hi,
When we make esters at University via Fischer Esterification we do it under reflux. At work I am asked to make Benzyl formate but do so without equipment, after doing so by gentle heating and also without I get sweet smelling solution on both occasions.
the reaction goes ahead in situ? without being heated? reflux increases the yield? I added HCl catalyst as per the mechanism.
What is the difference?
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discodermolide
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Re: ester synthesis
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Reply #1 on:
August 20, 2015, 12:24:44 PM »
What does heat do to a chemical reaction?
What is the mechanism of esterification, can you see why heat and or something else may be required?
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wm334
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Re: ester synthesis
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Reply #2 on:
August 20, 2015, 03:19:27 PM »
I would say heating speeds up the reaction, but it does not lower an activation energy?
I can see where the Hydrogen is needed as a catalyst to protonate the carbonyl. But not an effect of temperature to the mechanism.
The only plus I can see is by distilling off the unreacted alcohol and acid your left with the ester of bp 250. But I can just seperate them cold.
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discodermolide
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Re: ester synthesis
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August 20, 2015, 05:44:24 PM »
Esterification is an equlibrium. Once the system reaches it it won't move. So you get rid of one of the components, water, to drive the equlibrium to completion. So a Dean-Stark apparatus will do this for you, as will the use of 96% sulfuric acid.
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ester synthesis