4-Diethylamino-4 nitroazobenzene

Schanze, K. S., Mattox, T. F., and Whitten, D. G. (1983). Solvent effects on llie thermal cis-trans isomerization and charge transfer absorption of 4-diethylamino-4 -nitroazobenzene /. Org. Ghem. 48, 2808-2813. 

Albini, A., Fasani E., and Pietra, S. (1982). The photochemistry of azo-dyes. The wavelength-dependent photoreduction of 4-diethylamino-4 -nitroazobenzene. J. Ghem. Soc. Perkin Trans. II, 1393-1395. 

Contrary to the Z-forms of protonated azobenzenes, the Z-forms of donor/acceptor di-substituted azobenzenes isomerize very quickly at room temperature. To investigate this reaction, the Z-form is produced by flash excitation. The isomerization of these pseudo-stilbenes is strongly dependent on the polarity of the solvent.For instance, 4-diethylamino-4 -nitroazobenzene isomerizes with kz >E = 0.007 s" in hexane, but with k g = 600 s" in N-methylformamide. 4-Anilino-4 -nitroazobenzene in cyclohexane obeys the relation In kz, E = 22( 3) - 72( 9)-10 /(8.314-T). Schanze et al. have established two linear relationships between the free-activation enthalpy of isomerization and the Kosower Z values of aprotic and protic solvents. Sanchez and de Rossi " report a strong pH sensitivity of... 

ME Sigman, JE Leffler. Supercritical carbon dioxide. The cis to trans relaxation and transition of 4-(diethylamino)-4 -nitroazobenzene. J Org Chem 52 3123, 1987. 

Phosphorescence has not been observed with these compounds. Flowever, using energy transfer experiments, Monti et al. have determined that the energy of the triplet state is near 140 kj mol for 4-diethylamino-, 4-diethyl-amino-4 -methoxy- and 4-nitroazobenzene. They assign the triplet state to the (n,7i ) type in contrast to what one would expect normally the singlet-... 

Diethylamino-2,2 -dihydroxy 5-nitroazobenzene-3-sulfonic acid. Sulfonitrazo DAF... 

Diethylamino)-2,3-dihydro-1,4-phthalazinedione, in A-00156 4 -Diethylamino-2, 6-dihydroxyazobenzene-3-sulfonic acid, see D-00319 4 -(Diethylamino)-2,2 -dihydroxy-3,5-dinitroazobenzene, see D-00318 4 -Diethylamino-2,2 -dihydroxy-5-nitroazobenzene-3-sulfonic acid, see D-00330... 

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