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Author: Subject: Chloroacetic acid via halo form reaction w/ bis(chloromethyl) ketone as starting material?
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[*] posted on 2-12-2019 at 11:09
Chloroacetic acid via halo form reaction w/ bis(chloromethyl) ketone as starting material?


Hello everyone,

The question is in the title, I am curious if the haloform reaction will commence with a monochloro substituted methyl ketone, or 2, for that matter. Theoretically which ever side gets a second chlorine group would then be subject to the 3rd chlorination and then the final step of the haloform reaction creating Chloroform and sodium chloroacetate. Am I right or not?

I’m thinking one could use a hypochlorite instead of chlorine and a base to trim down the process. That would limit the possibilities for side reactions hmmmmmm?

Just curious, let me know whatcha think!
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Cou
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[*] posted on 2-12-2019 at 12:15


That could work, but I dont know how to make bis chloromethyl ketone. I think an OTC route to chloroacetic acid would be to make 2-chloroethanol from ethylene glycol and anhydrous HCl + ZnCl2, then oxidize with jones reagent to chloroacetic acid
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[*] posted on 2-12-2019 at 15:33


high purity monochloroacetic acid was prepared by hydrolysis of trichlorethylene catalyzed by H2SO4
trichlorethylene was commonly used solvent 20 years ago, but seems to be abandoned now, pitty
https://www.umweltbundesamt.de/sites/default/files/medien/51...
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draculic acid69
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[*] posted on 2-12-2019 at 22:09


Isn't it made via chlorination of gaa with an i2 catalyst which gives it a pinkish hue?
Read this somewhere I think.
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[*] posted on 3-12-2019 at 11:45


The OP could find the routes all of your are suggesting if they wanted to, better stick to the topic at hand.
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