Diphenyldiazene

The dibenzodiazepine 4 is produced by the thermal elimination of hydrogen fluoride from the diphenyldiazene derivative 3.150,151... 

Diverse derivatives 5 (X = F or N02) of diphenyldiazene have similarly been converted into ll/7-dibenzo[c,/][l,2]diazepines 6 in refluxing 1,2-dichlorobenzene with the elimination of hydrogen fluoride or nitrous acid, respectively.150... 

Diphenic acid, bl41 Diphenolic acid, b205 Diphenyl, bl38 Diphenylacetone, d767 Diphenylbenzenes, t7 thru t9 sym-Diphenylcarbazide, d746 Diphenyldiazene, a312... 

Aminophenylazobenzene, 3487 Azobenzene (Diphenyldiazene), 3483 2,2 -Azobis(2-amidiniopropane) chloride, 3089 2,2 -Azobis(2-amidiniopropane) peroxodisulfate, 3091 2,2 -Azobis(2,4-dimethylvaleronitrile), 3668 Azo-A-chloroformamidine, 0792 2,2 -Azo-3,5-dinitropyridine, 3238 Azoformaldoxime, 0815 Azoformamide, 0816 Azoisobutyronitrile, 3011 2,2 -Azoisovaleronitrile, 3345 Azomethane, 0910 Azo-A-methylformamide, 1601 Azo-A-nitroformamidine, 0825 3,3 -Azo-(l-nitro-l,2,4-triazole), 1401... 

Electrochemical oxidation of pentafluoroaniline (1) at a platinum anode at a potential of +1.5 to 1.6 V (vs SCE) using an acctonc/water/potassium acetate electrolyte leads to decafluoro-diphenyldiazene (3) and octafluorophenazine (2) in 18% and 6% yield, respectively. The phenazine heterocycle is formed by a sequence of oxidation/substitution steps in which nitrogen radical intermediates substitute fluorine atoms. The low yield in this reaction is due to a laborious workup.203 204... 

Exercise 24-18 Write the mechanistic steps to show how 1,2-diphenyldiazene oxide and 1,2-diphenyldiazene may be formed by base-induced condensation reactions of nitrosobenzene with /V-phenylazanoi and benzenamine, respectively. What product would you expect to be formed from nitrosobenzene and /V-(4-chlorophenyl)azanol Give your reasoning. 

Diphenyl-2,5-bis(diazo)-l,3,4,6-tetraoxohexane, 3738 Diphenylcyclopropenylium perchlorate, 3673 Diphenyldiazene, see Azobenzene, 3477... 

More recently, the parent name diazene -N=N- (has also been called diimide not recommended) was introduced, e.g., Ph-N=N-Ph = diphenyldiazene. The 2006 CAS nomenclature changes have included the following ... 

A mixture of aniline (93 g, 1 mol), nitrobenzene (375 g. 3 mol), finely ground KOH (400 g) and benzene (0,8 L) was refluxed with stirring for 5 h, allowed to stand overnight and then steam distilled until a quantity of diphenyldiazene passed over. The precipitate obtained from the cooled residue was washed with HjO, EtOH (250 mL), cooled, filtered, and finally briefly refluxed with ElOH (500 mL), The product crystallized in a pure state on cooling yield 66 g (34%). 

The iron(II) oxalate catalyzed rearrangement of 3-substituted diphenyldiazenes (R = Cl, OMe, Ph) gives 2,7-disubstituted phenazines 1 in low yields. 

Model experiments in homogeneous solution support the involvement of the postulated intermediate radicals [142]. Irradiation (A > 290 nm) of a dilute solution of benzophenone and 1,2-diphenyldiazene in 3,4-DHP as a reactive solvent affords the addition product 13a in a yield of 30 Vo as indicated by HPLC analysis. The yield is negligible when the concentrations of the first two components are increased... 

Azo compounds - Derivatives of diazene (diimide), HN=NH, wherein both hydrogens are substituted by hydrocarbyl groups, e.g., PhN=NPh, azobenzene or diphenyldiazene. [5]... 

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