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Topic: Formaldehyde + Aniline ----> ?  (Read 6070 times)

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Offline idankor

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Formaldehyde + Aniline ----> ?
« on: January 22, 2009, 02:37:52 PM »
In the presence of H+. Anyone knows ? Thanks.
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Offline macman104

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Re: Formaldehyde + Aniline ----> ?
« Reply #1 on: January 22, 2009, 03:03:31 PM »
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Offline azmanam

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Re: Formaldehyde + Aniline ----> ?
« Reply #2 on: January 22, 2009, 03:27:12 PM »
It's not just imine formation?
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Offline macman104

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Re: Formaldehyde + Aniline ----> ?
« Reply #3 on: January 22, 2009, 03:31:30 PM »
Quote from: azmanam on January 22, 2009, 03:27:12 PM
It's not just imine formation?
Or that too, lol.  I suppose that is the simpler explanation.
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Offline vhpk

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Re: Formaldehyde + Aniline ----> ?
« Reply #4 on: January 22, 2009, 11:17:42 PM »
Why it can't be nucleophilic substitution ?
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Offline idankor

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Re: Formaldehyde + Aniline ----> ?
« Reply #5 on: January 23, 2009, 06:29:52 AM »
Maybe it is a secondary way to form N-Methylaniline. What's your opinion ?
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Offline azmanam

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Re: Formaldehyde + Aniline ----> ?
« Reply #6 on: January 23, 2009, 06:33:09 AM »
That's reductive amination... You need a reductant (like NaBH4) to get the amine.
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Offline aldoxime_amine

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Re: Formaldehyde + Aniline ----> ?
« Reply #7 on: January 23, 2009, 10:30:41 AM »
Will imine formation take place? The lone pair on the nitrogen is delocalized in the ring. I say this because of the unreactivity of 'delocalized' nitrogen of semicarbazide during semicarbazone formation. Please correct me if i am wrong.
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