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Topic: ACYL CHLORIDE + ALCOHOL  (Read 3495 times)

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Offline alexalexmaiden

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ACYL CHLORIDE + ALCOHOL
« on: June 21, 2014, 01:17:43 PM »
this reaction is used for esterification ... but why do we use DCC ??? DCC is for dehydration...the product is an ester and HCl

Offline Hunter2

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Offline alexalexmaiden

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Re: ACYL CHLORIDE + ALCOHOL
« Reply #2 on: June 22, 2014, 04:26:15 PM »
i dont understand all these mechanisms ... am on the first year in agricultural university of athens ... 

Offline hypervalent_iodine

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Re: ACYL CHLORIDE + ALCOHOL
« Reply #3 on: June 22, 2014, 11:04:37 PM »
Knowing why we use certain reagents in certain reactions is explained by mechanistic considerations, so your question may be hard for you to answer if you are not able to understand them. Reagents may have multiple uses within synthesis. DCC is used for dehydration reactions, yes, but it is also used to activate carboxylic acids so that they can undergo esterification.

Offline alexalexmaiden

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Re: ACYL CHLORIDE + ALCOHOL
« Reply #4 on: June 23, 2014, 05:55:46 AM »
thank you , DCC is also used for activating COOH for aminoacids right?

Offline Babcock_Hall

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Re: ACYL CHLORIDE + ALCOHOL
« Reply #5 on: June 23, 2014, 10:13:19 AM »
DCC can be used to make acids into esters.  DMAP is commonly used as a catalyst.  However, DCC seems redundant if one is starting with an acyl chloride.

Offline spirochete

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Re: ACYL CHLORIDE + ALCOHOL
« Reply #6 on: June 23, 2014, 06:33:58 PM »
In the most general sense, DCC is used in all these cases to modify the -OH group on the carboxylic acid so that it becomes a better potential leaving group. That is what is uniting all these different mechanisms.

Offline Altered State

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Re: ACYL CHLORIDE + ALCOHOL
« Reply #7 on: June 26, 2014, 09:26:52 AM »
However, DCC seems redundant if one is starting with an acyl chloride.

This.
I don't see why would you need DCC if you already have an acid chloride and not a carboxilic acid. Maybe for a particular case? Can you post the exact reaction?

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