606-88-2Relevant articles and documents
Reduction of hydrazines to amines with aqueous solution of titanium(iii) trichloride
Zhang, Yan,Tang, Qiang,Luo, Meiming
supporting information; experimental part, p. 4977 - 4982 (2011/08/05)
N-N bond cleavage in hydrazines is widely used in the preparation of amines and thus occupies a significant place in organic synthesis. In this paper, we report a new method for the reductive cleavage of N-N bonds in hydrazines by commercially available and cheap aqueous titanium(iii) trichloride. The reaction proceeds smoothly under a broad pH range from acidic to neutral and basic conditions to afford amines in good yields. This method is compatible with substrates containing functionalities such as C-C double bonds, benzyl-nitrogen bonds, benzyloxy and acyl groups. The Royal Society of Chemistry 2011.
A convenient, one-pot preparative method for tri- and tetrasubstituted hydrazines from azobenzenes and organolithiums
Katritzky,Wu,Verin
, p. 651 - 653 (2007/10/02)
Organolithiums add smoothly to the N = N bond of azobenzenes at -78°C to give the lithium derivative of the trisubstituted hydrazine. The corresponding trisubstituted hydrazines, or a variety of unsymmetrically tetrasubstituted hydrazines, were thus conve
The thermal decomposition of azobenzene
Barton, Donald,Hodgett, Michael,Skirving, Paul,Whelton, Michael,Winter, Keith,Vardy, Cathy
, p. 1712 - 1718 (2007/10/02)
The rate of nitrogen formation during the thermal decomposition of azobenzene in static and stirred-flow systems was measured over the temperature range of 368.9 deg C to 437.4 deg C.The first order rate constant was found to be given by the expression k=1E16.6+/-0.5exp(-278,000+/-7000/8.314T)s-1.A consideration of the equilibrium constant between cis-azobenzene and trans-azobenzene, and the rate of attainment of equilibrium, leads to the conclusion that a small concentration of cis-azobenzene is always present, at equilibrium with the trans isomer.Since the cis isomer is likley to be more reactive than the trans isomer the rate constant cannot be ascribed to the trans isomer alone.No effect of variation of surface-to-volume ratio could be detected.Some preliminary experiments in which toluene and ethylene were employed as additives indicated that these did not affect the rate of formation of nitrogen.Nevertheless, because of a certain amount of scatter in the results, a small effect could not be excluded.There were at least nine products, in addition to nitrogen.