2829-34-7

Basic information

• Product Name: 1-(hydroperoxy(4-methoxyphenyl)methyl)-2-phenyldiazene
• Synonyms: 1-(hydroperoxy(4-methoxyphenyl)methyl)-2-phenyldiazene
• CAS NO: 2829-34-7
• Molecular Weight: 258.277
• Mol File: 2829-34-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1-(hydroperoxy(4-methoxyphenyl)methyl)-2-phenyldiazene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(hydroperoxy(4-methoxyphenyl)methyl)-2-phenyldiazene(2829-34-7)
• EPA Substance Registry System: 1-(hydroperoxy(4-methoxyphenyl)methyl)-2-phenyldiazene(2829-34-7)

Safety Data

• Hazardous Substances Data: 2829-34-7(Hazardous Substances Data)

Upstream product

• 622-73-1 4-methoxybenzaldehydephenylhydrazone 

Downstream Products

• 107768-26-3 C₁₄H₁₃⁽²⁾HN₂O₃ 
• 123-11-5 4-methoxy-benzaldehyde 
• 62-53-3 aniline 
• 15089-03-9 4-methoxy-N'-phenylbenzohydrazide 
• 824-86-2 benzylmethylsulfoxide 
• 5076-20-0 2,3-dimethyl-2,3-epoxybutane 

Relevant articles and documents

Direct observation of a photoinduced nonstabilized nitrile imine structure in the solid state

(Chemical Equation Presented) We report the direct observation of a bent geometry for a nonstabilized nitrile imine in a metal-coordination crystal. The photoinduced tetrazole ring rupture to release N2 appears to depend on the size of voids around the N3-N4 bond in the crystal lattice. We further observed the selective formation of the 1,3-addition product when a reactive nitrile imine was photogenerated in water. Overall, the bent nitrile imine geometry agrees with the 1,3-dipolar structure, a transient reactive species that mediates the photoinduced 1,3-dipolar cycloaddition in the aqueous medium.

Oxidation of Sulfides by Acyclic α-Azohydroperoxides

The oxidation of sulfides with a series of substituted benzylazobenzene α-hydroperoxides (2a-f) produced the corresponding sulfoxides in good yield (ca. 90 percent) in C6D6 at 34 deg C.The reaction was found to be of the first order with respect to α-azohydroperoxide and to sulfide in aprotic medium.The reaction of BzSPh with acyclic α-azohydroperoxide 2a in C6D6 was found to be slower than the corresponding oxidation with 3-bromo -4,5-dihydro-5-hydroperoxy-4,4-dimethyl-3,5-diphenyl-3H-pyrazole in CDCl3.The relative reactivity series of sulfides with α-azohydroperoxide 2a was found to be Me2S (25)> BzSMe (14)> PhSMe (2.5)> BzSPh (1.0).This is similar to that observed for the reaction of the sulfides with hydrogen peroxide in protic solvent and reflects the relative nucleophilicities of the sulfides.The second-order rate constants for the reaction of a series of substituted benzylazobenzene α-hydroperoxides with PhSMe and BzSMe exhibited an excellent correlation with ? values.Both LFERs had ρ values of approximately 1.0.The results were interpreted to be consistent with nucleophilic attack of the sulfide on oxygen.Concomitant transfer of the hydroperoxy proton to the azo nitrogen would account for the lack of the requirement of general acid catalysis in aprotic medium.