The electric charges location in moieties of Azobenzene being protonated in H 2SO 4 (phNH +Nph) and oleum ( +phNHHNph +) is showed. In difference to orange mono-cation which obtained in sulfur acid to possess the sub-unit “phNH +”, the +phNHHNph + di-cation is red in color. It is found that the red color can be considered in Simpson’s model approach using the idea of delocalized electronic excitation in the molecular sub-units. The chromogen molecular sub-units in mono-cation and di-cation are phNH +-groups which have positive charges allocated in ortho- and para-positions of phenyl rings such as benzyl- and anilino-cation maintain.
дикатион азобензола, распределение зарядов, azobenzene di-cation, charge delocalization
1. Chichibabin A.E. Osnovnye nachala organicheskoy himii. T.2. Gos. nauchno-tehnicheskoe izd-vo him. literatury, Moskva, 1957, S.365.
2. http://www.answers.com/topic/azobenzene.
3. Kogan I.M. Himiya krasiteley (sinteticheskih). Glav. redakciya him. literatury, Moskva, 1938, S.72 - 256.
4. Gordon P., Gregori P. Organicheskaya himiya krasiteley. Mir, Moskva, 1987, S. 108 - 180.
5. Terenin A.N. Fotonika molekul krasiteley i rodstvennyh organicheskih soedineniy. Nauka, Leningrad, 1967. 616 s.
6. Birnbaum P.P., Linford J.H., Style D.W.G., Trans. Faraday Soc., 735 - 744, 49 (1953).
7. Jaffe H.H., Yeh Si-Jung, Gardner R., J. Mol. Spectroskopy, 2. 1- 6, 120 - 136 (1958)
8. Robertson J.M., J. Chem. Soc.,232 - 236 (1939).
9. Hampson G.C., Robertson J.M., J. Chem. Soc., 409 - 413 (1941).
10. Sidman J.W., J. Chem. Rev., 58, 4, 689 - 713 (1958).
11. Kehrmann F.,Ber., 48, 1933 - 1938 (1915).
12. Kehrmann F., Hempel St., Ber., 50, 856 - 872 (1917).
13. Burawoy A., J. Chem. Soc., 1865 - 1869 (1937).
14. Bershteyn I.Ya., Ginzburg O.F.//Uspehi himii, 41, 2, 177 - 202 (1972).
15. Dahn H., v. Castelmur H.//Helvetica Chim. Acta, 36, 639 - 645 (1953).
16. Lewis G. E.// J. Org. Chem., 25, 12, 2193 - 2195 (1960)
17. Gerson F., Heilbronner E., van Veen A., Wepster B.M., Helvetica Chim. Acta, 43, 1889 - 1898 (1960).
18. Miheev Yu.A., Guseva L.N., Zaikov G.E.,Vse materialy. Enciklopedicheskiy spravochnik. № 6. 534-538. (2014).
19. Robin M.B., Simpson W.T., J. Chem. Phys., 36, 3,580 - 538 (1962).
20. Nenicesku K.D. Organicheskaya himiya. T.1. Izdatel'stvo inostrannoy literatury, Moskva, 1963, S.49, 50.
21. Temnikova T.I. Kurs teoreticheskih osnov organicheskoy himii. Gos. nauchno-tehnich. izdatel'stvo him. literatury, Leningrad, 1962, S. 63.
22. Jaffe H.H., Gardner R.W., J. Amer. Chem. Soc., 80, 2, 319 -323 (1958).
23. Yeh Si-Jung, Jaffe H.H.// J. Amer. Chem. Soc.,. 81, 13, 3279 - 3283 (1959).
24. Stepanov B.I. V “Himicheskaya enciklopediya T.1”. Gl. red. I.L. Knunyanc. Moskva, 1988, S.88.
25. http://www.xumuk.ru/encyklopedia/66.html.
26. Grace J.A., Symons M.C.R., J. Chem. Soc. 958 - 962 (1959)
27. Zahar'evskiy M.S. Kinetika i kataliz. Izdatel'stvo Leningradskogo un-ta, Leningrad, 1963, S.54.
28. Streytvizer E. Teoriya molekulyarnyh orbit dlya himikov-organikov. Mir, Moskva. 1965. 435 s.
29. Land E.J., Porter G., Trans. Far. Soc., 59, 12, 2027 - 2037 (1963).
30. Higasi K., Baba H., Rembaum A. Kvantovaya organicheskaya himiya. Mir, Moskva, 1967. S.127.
31. Newman M.S., Deno N.C., J. Amer. Chem. Soc., 73, 8, 3644 - 3650 (1951).
32. Cox R. B., J. Amer. Chem. Soc., 96, 4, 1059 - 1063 (1974).
