88333-02-2

Upstream product

• 288-88-0 1,2,4-Triazole 
• 288-32-4 1H-imidazole 

Downstream Products

• 1438-55-7 Catioinsaeure 
• 13902-98-2 labd-8-en-15-oic acid methyl ester 

Relevant academic research and scientific papers

2,3-Dihydroimidazol-2-ylidene

Irradiation of imidazole-2-carboxylic acid (3) - matrix-isolated in argon at 10 K - with a wavelength of 254 nm leads to decarboxylation and the formation of a complex between 2,3-dihydroimidazol-2-ylidene and carbon dioxide (1·CO2). Upon irradiation of 2,3-dihydroimidazol-2-ylidene (1) with λ = 254, 193, and 185 nm no imidazole can be detected. On the other hand flash vacuum pyrolysis of imidazole-2-carboxylic acid (3) produces imidazole and carbon dioxide. 2,3-Dihydroimidazol-2-ylidene (1) - the possible intermediate - cannot be trapped under these conditions.

Photochemical fragmentation of unsubstituted tetrazole, 1,2,3-Triazole, and 1,2,4-triazole: First matrix-spectroscopic identification of nitrilimine HCNNH

Equilibria between the tautomers of heterocyclic azoles like 1, 2, and 4 have been studied many times. We here show that the application of density functional methods in combination with matrix IR spectroscopy is a useful tool for determining which protomer is preferred in rare gas matrices and thus also can be assumed to dominate in the gas phase. Photolysis of tetrazole (4) in cryogenic matrices allows the IR-spectroscopic identification of a new CH2N2 isomer, the long sought-after nitrilimine HCNNH (6). Flash pyrolysis of 4 also yielded nitrilimine. Upon irradiation this species is converted to a second, previously unknown "isomer", an HCN/NH complex 13. Nitrilimine (6) can also be generated by photolyzing 1,2,3- (1) and 1,2,4-triazole (2) in Ar matrices. The complex photochemistry of all three heterocyclic precursor compounds was unveiled. Our findings were supported by isotopic substitution experiments and by high-level ab initio calculations. Moreover, the IR bands of iminocyanide HNCN were tentatively assigned. This radical has up to now not been observed in a matrix. VCH Verlagsgesellschaft mbH, 1996.

Hydrogen Cyanide N-Methylide: Preparation, Spectroscopic Identification, and Its Relationship to Other C2H3N Isomers

With the intention of isolating 1H-azirene (8) we studied several precursors which should offer an entry into the C2H3N potential energy hypersurface.It was found that in addition to the known isomers 1, 2, 3, and 6 hydrogen cyanide N-methylide (5) - and probably aminoacetylene (4) - can be detected in an argon matrix at 10 K.No spectroscopic evidence for the formation of 1H-azirene (8) was found.In other words, the first six members 1-6 are now all identified.The elucidation of the structure of the new C2H3N species is based on the comparison of the observed IR spectra with those calculated by ab initio methods. - Key Words: Matrix isolation/ Calculations, ab initio/ Flash pyrolysis/ Photochemistry/ Hydrogen cyanide N-methylide