Dibenzylaniline or N,N-Dibenzylaniline is a chemical compound consisting of aniline with two benzyl groups as substituents on the nitrogen.

The substance crystallizes in the monoclinic crystal system. The space group is P21/n. The unit cell dimensions are a=11.751 Å b=9.060 Å c=29.522 Å, and β=94.589°.[1] Each unit cell contains two molecules. In the solid van der Waals forces hold it together.[2] The substance can also crystallize in alternate monoclinic form.[3]

Production

One method to produce dibenzylaniline is using a mixture of dibutyl tin dichloride and dibutyl stannane with N-benzilideneaniline along with hexamethylphosphoric triamide dissolved in tetrahydrofuran which yields a tin amide compound. This then reacts with benzyl bromide to yield dibenzylaniline.[4]

Another method uses aniline and benzyl bromide.

Use

It used to make dyes.

A nitroso derivative (made using nitrite and hydroxylamine) can be used in a colourimetric test for palladium.[5]

References

  1. ^ Bi, Quan-Xi; Tong, Hong-Bo; Zhou, Mei-Su (2007). "Crystal Structure". CCDC 642961: Experimental Crystal Structure Determination. Cambridge Crystallographic Data Centre. doi:10.5517/ccpl1pz.
  2. ^ Bi, Quan-Xi; Tong, Hong-Bo; Zhou, Mei-Su (21 March 2007). "N,N-Dibenzylaniline". Acta Crystallographica Section E. 63 (4): o1809 – o1810. Bibcode:2007AcCrE..63O1809B. doi:10.1107/S1600536807011476.
  3. ^ Tong, Hong-Bo; Zhou, Mei-Su; Bi, Quan-Xi; Chao, Jian-Bin (7 November 2007). "A new polymorph of N,N-dibenzylaniline". Acta Crystallographica Section E. 63 (12): o4560. Bibcode:2007AcCrE..63O4560T. doi:10.1107/S1600536807054402.
  4. ^ Fürstner, Alois (2014). Science of Synthesis Knowledge Updates 2013. Georg Thieme Verlag. pp. 72–73. ISBN 978-3-13-178881-8.
  5. ^ Brooks, Robert R. (1992). Noble Metals and Biological Systems: Their Role in Medicine, Mineral Exploration, and the Environment. CRC Press. p. 142. ISBN 978-0-8493-6164-7.


Allikas: http://en.wikipedia.org/wiki/Dibenzylaniline
No tags for this post.