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/sci/ - Science & Math


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6421546 No.6421546[DELETED]  [Reply] [Original]

Chemistry fags I need your help regarding this reaction. So 1. reacts with 2 and 3 to 4. I understand that 2 Acetyl Chloride and 3 Methanol form Methyl acetate but what happens next?

>> No.6421576
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6421576

>> No.6421727
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6421727

>> No.6421751

Anon's right about it making the anhydride. You can't do this in the presence of the MeOH initially because it will quench the AcCl as you already figured out. This must be a 2 step reaction.

>> No.6421818

>>6421576
That doesn't make any sense.

You'd probably get the correct product if you just refluxed with MeOH, it should do the acetylation readily to give the ester and refluxing an alcohol with a carboxylic acid should also give the ester plus water. I'm struggling to see what the AcCl is doing here. The formation of HCl might catalyse the hydrolysis of the anhydride by forming the acetyl chloride and the carboxylic acid which could then react with the MeOH but it seems convoluted and ineffecient

>> No.6421837

>>6421818
Full mech, because I'm not sure I'm right but it makes more sense than the other guys

>> No.6421840
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6421840

>>6421837
Piss

>> No.6421913

>>6421837
>>6421818
>>6421751
>>6421840
OP here. Thanks so much guys. It finally makes sense for me.

>> No.6422208

>>6421840
You need to protonate the carbonyl group before you attack it with the chloride.