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Topic: Reaction of KCN and para-formaldehyde  (Read 3822 times)

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Offline linh_ngt

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Reaction of KCN and para-formaldehyde
« on: October 24, 2011, 11:33:34 AM »
Hello everyone. This is the first time I register on this forum. Actually, I have known abt this forum already but I just read and never send or post anything on this.
Now, I would like to ask sb about the reaction of KCN and paraformaldehyde. What is the mechanism of this? When I did this experiment, after mix KCN and paraformaldehyde and stirre on 4hrs; I continue to put H2SO4 6.5N to get pH =2-3. At last, I put slowly Na2CO3 on the mixture to get pH =5. I just follow my boss's guidance and I get confused abt this reaction, but I don't want to ask my boss :(
Hopefully you guys can help me or share with me some helpful documents or books about the mechanism of organic reactions????
Thank you so much!!!!!
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Offline Telamond

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Re: Reaction of KCN and para-formaldehyde
« Reply #1 on: October 24, 2011, 11:46:10 AM »
Either you're trying to do some kind of Cannizzaro reaction or some kind of Benzoin condensation; but for the latter you need a benzaldehyde, which you don't have.

The reason you're using paraformaldehyde is because formaldehyde is otherwise a gas, this is a polymer that is a solid and can be weighed.

Offline Honclbrif

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Re: Reaction of KCN and para-formaldehyde
« Reply #2 on: October 24, 2011, 03:07:17 PM »
Sounds like you'd get a rather unpleasant mess. Why is he having you do this? Surely if you're messing around with stuff as dangerous as cyanide and formaldehyde your boss gave you a purpose.
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Offline discodermolide

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Re: Reaction of KCN and para-formaldehyde
« Reply #3 on: October 24, 2011, 03:36:16 PM »
Sounds like you'd get a rather unpleasant mess. Why is he having you do this? Surely if you're messing around with stuff as dangerous as cyanide and formaldehyde your boss gave you a purpose.
Perhaps he is trying to make a cyanohydrin of formaldehyde?
Certainly not this way. As you said you will get a mess.
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Offline orgopete

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Re: Reaction of KCN and para-formaldehyde
« Reply #4 on: October 25, 2011, 08:02:13 AM »
It's an Organic Synthesis prep, see reference herein.
http://en.wikipedia.org/wiki/Glycolonitrile
Author of a multi-tiered example based workbook for learning organic chemistry mechanisms.

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