7227-91-0

Usage

Air & Water Reactions

Insoluble in water.

Reactivity Profile

3,3-dimethyl-1-phenyltriazene neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

Safety Profile

Poison by ingestion and intraperitoneal routes. Questionable carcinogen with experimental carcinogenic and tumorigenic data. Experimental teratogenic effects. Human mutation data reported. Decomposes explosively on attempted distillation at atmospheric pressure. When heated to decomposition it emits toxic fumes of NOx

InChI:InChI=1/C8H11N3/c1-11(2)10-9-8-6-4-3-5-7-8/h3-7H,1-2H3

Upstream product

• 100-34-5 benzene diazonium chloride 
• 124-40-3 dimethyl amine 
• 619-97-6 benzenediazonium nitrate 
• 98-95-3 nitrobenzene 
• 57-14-7 N,N-Dimethylhydrazine 
• 62-53-3 aniline 
• 128620-11-1 1-phenyl-2-bromodiazene 1-oxide 

Downstream Products

• 69217-15-8 (E)-1-methyl-2-(phenyldiazenyl)-1H-pyrrole 
• 93289-20-4 1-ethoxycarbonyl-2-phenylpyrrole 
• 955-16-8 3,4-biphenyldicarboxylic anhydride 
• 954-06-3 biphenyl-2,3-dicarboxylic acid anhydride 
• 506-59-2 N,N-dimethylammonium chloride 
• 60-09-3 aniline yellow 
• 2051-85-6 4-(phenylazo)-1,3-benzenediol 
• 2396-01-2 phenyl radical 
• 142-04-1 aniline hydrochloride 
• 92-52-4 biphenyl 
• 124-40-3 dimethyl amine 
• 71-43-2 benzene 
• 591-50-4 iodobenzene 
• 2684-02-8 benzenediazonium 

Relevant academic research and scientific papers

COMPOUND, COMPOSITION COMPRISING THE SAME AND PAINT

Provided are a compound represented by chemical formula 1, a composition comprising the same and a paint comprising the composition. In chemical formula 1, each substituent is the same as defined in the specification. The compound of the present invention, as a low temperature curable initiator, can form radicals at a low temperature, helps low temperature polymerization of an acrylic binder resin and performs low temperature curing, thereby providing a paint used in a low temperature curing type coating process.COPYRIGHT KIPO 2020

Diazo reactions with unsaturated compounds: XII. Reaction of 1-(p-Carboxybenzenesulfonyl)-1,3-butadiene with aryldiazonium chlorides, 1-aryl-3,3-dimethyl-1-triazenes, and aryldiazonium tetrachlorocuprates(II)

1-(p-Carboxybenzenesulfonyl)-1,3-butadiene reacts in aqueous acetone with aryldiazonium chlorides and 1-aryl-3,3-dimethyl-1-triazenes in the presence of copper(II) chloride and with tetrachlorocuprates(II) to form 1-(p-carboxybenzenesulfonyl)-4-aryl-3-chloro-1-butenes. Nauka/Interperiodica 2007.

Synthesis, physicochemical characterization and preliminary pharmacological in vitro evaluation of two novel cytotoxic benzophenone-linked 3,3-dimethyltriazenes

The synthesis, physicochemical characterization and preliminary pharmacological evaluation of the cytotoxic effects of two novel substances, 1-(4-benzoylphenyl)-3,3-dimethyllriazene and 1-(2-benzoylphenyl)-3,3- dimethyltriazene is presented. The cytotoxicity of the novel benzophenone-linked triazenes and of ten other 1-phenyl-3,3-dimethyl triazene derivatives as well as of the referent alkylating drug melphalan was assessed using the MTT-dye reduction assay. A panel of human tumor cell lines was used: the chronic lymphoid leukemia SKW-3, the acute promyelocyte leukemia HL-60 and its multidrug-resistant subline HL-60/Dox. Both novel compounds showed strong cytotoxic activity, comparable to that of the referent alkylating agent melphalan, whereas the ten ring-substituted 1-phenyl-3,3-dimethyl triazenes proved to be far less active in vitro. DNA-fragmentation analysis indicated that after 24 h treatment the novel benzophenone-linked triazenes induced programmed cell death in HL-60 cells.

Reactions of 1-aryl-2-bromodiazene 1-oxides with acids and bases

The reactions of 1-aryl-2-bromodiazene 1-oxides with HCl in nonaqueous media give aryldiazonium chlorides, while 1,3,3-substituted triazenes-1 are formed in the reactions with secondary amines. Using 2-(15N) label, it was shown that the aryl group does not migrate in these reactions.

KINETICS AND MECHANISM OF ACID CATALYZED DECOMPOSITION OF 1-PHENYL-3,3-DIALKYLTRIAZENES

Five model 1-phenyl-3,3-dialkyltriazenes (methyl, ethyl, 2-propyl, butyl, cyclohexyl) have been synthesized and their acid-catalyzed decomposition kinetics have been investigated spetrophotometrically in aqueous ethanol (40 vol.percent) with pivalic acid as the catalyst.The results show that the rate-determining step is catalyzed by the proton.The decrease in the observed rate constant at higher concentrations of pivalic acid is explained by the formation of an unreactive complex of the nondissociated acid and respective triazene.The steric effect of alkyl groups on the catalytic rat constants is discussed.

SYNTHESIS OF 1-PHENYL-3,3-DIMETHYLTRIAZENE 2-OXIDE AND THE CORRESPONDING TRIAZENE FROM NITRO COMPOUNDS AND N-MAGNESIUM BROMIDES

The reaction of dimethylnitramine with Ph-N(MgBr)2 gives 1-phenyl-3,3-dimethyltriazene 2-oxide, which is the first reported triazene 2-oxide.The reaction of nitrobenzene with Me2NNHMgBr gives only the corresponding triazene.