Abstract
The oxidation of p-toluidine in H+/H2O can give mainly a tetramer, a trimer, or a mixture of both. The outcome is dependent upon the oxidant, the pH and the concentration of p-toluidine. Both the trimer and tetramer are definitively characterised by X-ray single crystal structure determination.
References
1.
Barsilowsky J.
, Chem. Ber. , 1873 , 6 , 1207 .
2.
Barsilowsky J.
Chem. Ber. , 1875 , 8 , 693 .
3.
Barsilowsky J.
, and
Wagner G.
, Chem. Ber. , 1878 , 11 , 2148 .
4.
Barsilowsky J.
, Chem. Ber. , 1881 , 14 , 2073 .
5.
Barsilowsky J.
, J. Liebigs Ann. Chem. , 1881 , 207 , 102 .
6.
Barsilowsky J.
, J. Russ. Phys. Chem. , 1881 , 1 , 450 .
7.
Perkin W.H.
, J. Chem. Soc., Trans. , 1879 , 35 , 717 .
8.
Perkin W.H.
, J. Chem. Soc., Trans. , 1880 , 37 , 546 .
9.
Perkin W.H.
, Chem. Ber. , 1880 , 13 , 1874 .
10.
Klinger H.
, and
Pitschke R.
, Chem. Ber. , 1884 , 17 , 2439 .
11.
Green A.G.
, J. Chem. Soc., Trans. , 1893 , 63 , 1395 .
12.
Klingemann F.
, J. Liebigs Ann. Chem. , 1893 , 275 , 92 .
13.
Börnstein E.
, Chem. Ber. , 1901 , 34 , 1274 .
14.
Börnstein E.
, Chem. Ber. , 1910 , 43 , 2380 .
15.
Saunders B.C.
, and
Mann P.J.G.
, J. Chem. Soc. , 1940 , 769 .
16.
Holland V.R.
, and
Saunders B.C.
, Tetrahedron , 1966 , 22 , 3345 .
17.
Holland V.R.
, and
Saunders B.C.
, Tetrahedron , 1969 , 25 , 4153 .
18.
Kametani T.
, and
Ogasawara K.
, Chem. Pharm. Bull. , 1968 , 16 , 1843 .
19.
Peng K.-S.
,
Zeng Q.-L.
, and
Zhang W.
, Chin. J. Syn. Chem. , 2010 , 18 , 239 ; (Chem. Abtrs., 2010, 153, 579858).
20.
Plater M.J.
, J. Chem. Res. , 2011 , 35 , 304 .
21.
Coles S.J.
, and
Gale P.A.
, Chem. Sci. , 2012 , 3 , 683 .
22.
Sheldrick G.M.
, Acta Crystallogr., Sect. A: Found. Crystallogr. , 2008 , A64 , 112 .