32785-42-5

Upstream product

• 4346-59-2 para-methoxyphenyldiazonium chloride 
• 104-94-9 4-methoxy-aniline 
• 459-64-3 4-methoxybenzenediazonium tetrafluoroborate 

Downstream Products

• 2101-87-3 p-methoxy-phenylazide 
• 82570-64-7 cis-4,4'-dimethoxyazobenzene 
• 501-58-6 (E)-1,2-bis(4-methoxyphenyl)diazene 

Relevant academic research and scientific papers

Photochemistry of Aryl Pentazoles: Para -Methoxyphenylpentazole

The photolysis of para-methoxyphenyl pentazole (MeOPP) in methylcyanide (MeCN), investigated in the far UV (FUV) and near UV (NUV) is compared with the photolysis of para-methoxyphenyl azide (MeOPA). The main photoproduct of MeOPP is MeOPA, which, due to

Synthesis and characterization of eight arylpentazoles

p-Nitrophenyl-, p-methoxyphenyl-, p-hydroxyphenyl-, p-t-butylphenyl-, p-HOSO2-phenyl-, 15N-p-N,N-dimethylaminophenyl-, 15N2-p-N,N-dimethylaminophenyl-, and dicyanoimidazopentazole were obtained via different synthetic routes. Cesium, barium, potassium, and sodium salts of the arylpentazoles bearing acidic hydrogens were prepared. NMR spectra (1H, 13C) are reported for the arylpentazoles, their corresponding arylazides, and their salts.

A ceric ammonium nitrate N-dearylation of N-p-anisylazoles applied to pyrazole, triazole, tetrazole, and pentazole rings: Release of parent azoles. Generation of unstable pentazole, HN5/N5-, in solution

(Chemical Equation Presented) The reaction of cerium(IV) ammonium nitrate (CAN) with a range of N-(p-anisyl)azoles in acetonitrile or methanol solvents leads to N-dearylation releasing the parent NH-azole and p-benzoquinone in comparable yields. The scope and limitations of the reaction are explored. It was successful with 1-(p-anisyl)pyrazoles, 2-(p-anisyl)-1,2,3-triazoles, 2-(p-anisyl)-2H-tetrazoles, and 1-(p-anisyl)pentazole. The dearylation renders the p-anisyl group as a potentially useful N-protecting group in azole chemistry. The azole released in solution from 1-(p-anisyl)pentazole is unstable HN5, the long-sought parent pentazolic acid. p-Anisylpentazole samples were synthesized with combinations of one, two, and three 15N atoms at all positions of the pentazole ring. The unstable HN 5/N5- produced at -40°C did not build up in the solution but degraded to azide ion and nitrogen gas with a short lifetime. The 15N-labeling of the N3- ion obtained from all samples proved unequivocally that it came from the degradation of HN 5 (tautomeric forms) and/or its anion N5- in the solution.

The race for the first generation of the pentazolate anion in solution is far from over

The previous claim for the first generation of the pentazolate anion in solution was carefully reexamined; no evidence for the formation of cyclo-N 5- was found under the reported conditions. The Royal Society of Chemistry 2005.

Experimental detection of the pentaazacyclopentadienide (pentazolate) anion, cyclo-N5-

The long-sought pentazolate anion, cyclo-N5-, the isoelectronic polynitrogen counterpart of the cyclopentadienide anion, has been experimentally detected for the first time. Using electrospray ionization mass spectrometry and carefully selected collision voltages, the aryl substituent in the para-pentazolylphenolate anion can be removed selectively without breaking the nitrogen-nitrogen bonds of the pentazolate anion (see scheme), thus delineating a synthetic method for the bulk synthesis of N5-.