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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: idankor on January 22, 2009, 02:37:52 PM

Title: Formaldehyde + Aniline ----> ?
Post by: idankor on January 22, 2009, 02:37:52 PM
In the presence of H+. Anyone knows ? Thanks.
Title: Re: Formaldehyde + Aniline ----> ?
Post by: macman104 on January 22, 2009, 03:03:31 PM
http://www.google.com/search?hl=en&client=firefox-a&rls=org.mozilla%3Aen-US%3Aofficial&hs=405&q=aniline+formaldehyde+acid&btnG=Search

Looks to be some sort of thermoplastic/polymer.
Title: Re: Formaldehyde + Aniline ----> ?
Post by: azmanam on January 22, 2009, 03:27:12 PM
It's not just imine formation?
Title: Re: Formaldehyde + Aniline ----> ?
Post by: macman104 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.
Title: Re: Formaldehyde + Aniline ----> ?
Post by: vhpk on January 22, 2009, 11:17:42 PM
Why it can't be nucleophilic substitution ?
Title: Re: Formaldehyde + Aniline ----> ?
Post by: idankor on January 23, 2009, 06:29:52 AM
Maybe it is a secondary way to form N-Methylaniline. What's your opinion ?
Title: Re: Formaldehyde + Aniline ----> ?
Post by: azmanam on January 23, 2009, 06:33:09 AM
That's reductive amination... You need a reductant (like NaBH4) to get the amine.
Title: Re: Formaldehyde + Aniline ----> ?
Post by: aldoxime_amine 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.