15256-65-2

Basic information

• Product Name: 2H-1,2,3-Triazole, 4,5-dimethyl-2-phenyl-, 1-oxide
• CAS NO: 15256-65-2
• Molecular Formula: C10H11N3O
• Molecular Weight: 189.217
• Mol File: 15256-65-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2H-1,2,3-Triazole, 4,5-dimethyl-2-phenyl-, 1-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-1,2,3-Triazole, 4,5-dimethyl-2-phenyl-, 1-oxide(15256-65-2)
• EPA Substance Registry System: 2H-1,2,3-Triazole, 4,5-dimethyl-2-phenyl-, 1-oxide(15256-65-2)

Safety Data

• Hazardous Substances Data: 15256-65-2(Hazardous Substances Data)

Upstream product

• 80957-49-9 3-hydroxyomono-2-phenylhydrazonobutane 
• 80957-49-9 diacetyl monooxime phenylhydrazone 
• 13732-32-6 biacetyl phenylhydrazone 

Downstream Products

• 13322-19-5 (5-methyl-2-phenyl-2H-1,2,3-triazol-4-yl) methanol 
• 1235482-31-1 1,2-di(5-methyl-2-phenyl-1,2,3-triazol-4-yl)ethane 
• 58737-90-9 4,5-Dimethyl-2-phenyl-2H-1,2,3-triazole 
• 80957-43-3 Acetic acid 5-methyl-2-phenyl-2H-[1,2,3]triazol-4-ylmethyl ester 
• 203444-17-1 4-chloromethyl-5-methyl-2-phenyl-2H-[1,2,3]triazole 
• 145324-77-2 4-iodomethyl-5-methyl-2-phenyl-1,2,3-triazole 
• 145324-79-4 4,5-iodomethyl-2-phenyl-1,2,3-triazole 

Relevant articles and documents

Flash vacuum pyrolysis of 1,2,5-oxadiazole 2-oxides and 1,2,3-triazole 1-oxides

The flash vacuum pyrolysis (FVP, 450-600 °C/10-3 mmHg) of 3,4-diaryl- and 3,4-dialkyl-1,2,5-oxadiazole 2-oxides (furoxans) has been investigated. In all cases the 1,2,5-oxadiazole ring cleaved cleanly at O(1)-N(2) and C(3)-C(4) to afford two nitrile oxide fragments, which were trapped in high yield (75-97%) as their isoxazoline cycloadducts by reaction with alk-1-enes. At higher temperatures (700-800 °C) isocyanates were formed as by-products. The dimerisation of acetonitrile oxide to dimethylfuroxan was followed by 1H NMR spectroscopy, and the rate constant for the 2 nd order reaction determined. The furoxans were converted into isocyanates in good yield (61-95%) by FVP, followed by sulfur dioxide-mediated isomerisation of the resulting nitrile oxides. 2,4,5-Trisubstituted-1,2,3- triazole 1-oxides showed greater thermal stability, but at 700-800 °C decomposition of the 4,5-dimethyl compound 25b lead to 1,2-di(5-methyl-2-phenyl- 1,2,3-triazol-2-yl)ethane as the major product; attempts to trap acetonitrile oxide were unsuccessful. ARKAT USA, Inc.

1,2,3-Triazoles produced from 5-Substituted N-Methoxytriazolium Salts

Five reactions, two of which are new, have been observed when 5-substituted 1-methoxy-2-phenyltriazolium salts react with nucleophiles: (i) addition to C-4 with elimination of methanol to give unsymmetrically 4,5-disubstituted triazoles; (ii) displacement of the 5-substituent followed by secondary reactions to give a symmetrically 4,5-disubstituted triazole, a 5-substituted triazole N-oxide, a 4-substituted triazole, or a disubstituted benzeneazoacetonitrile; (iii) deprotonation of the N-methoxy-group with elimination of formaldehyde; (iv) demethylation; (v) abstraction of an α-proton from a 5-alkyl group followed by nucleophilic addition and elimination of methanol to give an α-substituted 5-alkyltriazole.The reactions are of synthetic potential as a means of introducing one or two substituents in the 1,2,3-triazole system.