4612-90-2

Usage

Physical form

white to light yellow solid

Melting point

180-185 degrees Celsius

Use as a building block

in the synthesis of pharmaceuticals and agrochemicals

Potential use

as an anti-cancer agent

Possible applications in materials science

as a precursor for the preparation of conducting polymers and energetic materials

Wide range of potential applications

in various fields of science and industry.

Upstream product

• 106-44-5 p-cresol 
• 320603-05-2 5-p-tolyloxy-tetrazole-2-carboxylic acid methyl ester 
• 1124-58-9 p-tolylcyanate 

Downstream Products

• 264123-92-4 N^I-(4-methylbenzenesulfonyl)(4-methylphenoxy)imidoyl azide 
• 320603-05-2 5-p-tolyloxy-tetrazole-2-carboxylic acid methyl ester 

Relevant academic research and scientific papers

CoFe2O4 nanoparticles as a magnetically recoverable and reusable catalyst for the synthesis of arylaminotetrazoles and 5-aryloxytetrazoles

An efficient and direct method is described for the synthesis of 5-arylamino-1H-tetrazoles (Isomer A) or 1-aryl-5-amino-1Htetrazoles (Isomer B) and 5-aryloxytetrazoles from arylcyanamides or cynates with nano CoFe 2O4 as a reusable a

Isotopic effect on tautomeric behavior of 5-(2,6-disubstituted-aryloxy)- tetrazoles

Isotopic effect on tautomeric behaviors of the synthesized 5-phenoxy- (1a), 5-(2,6-dimethylphenoxy)- (1b), 5-(2,6-diisopropylphenoxy)- (1c), 5-(2,6-dimethoxyphenoxy)- (1d) and 5-(4-methylphenoxy)-tetrazole (1e) were investigated in DMSO-d6 by adding one drop of D2O. Among 1a-e, 1a, 1d and 1e show small rotational barrier around C5-O1 and O1-C6 while in 1b and 1c there are distinguishable rotational barrier about that bonds. The 1H NMR spectra of 1b and 1c show slightly different chemical shifts for two methyl and isopropyl groups on those phenyl ring, respectively, while the chemical shifts difference (Δδ) between two methyl and two isopropyl groups were enhanced by adding D2O. The 13C NMR spectra of 1b show two overlapped singlets for methyl groups after adding D 2O. Representatively, the calculations of compound 1c were performed with GAUSSIAN-03and the rotational barrier about C5-O1 and between isopropyl group and phenyl ring in 1c was calculated with B3LYP/6-31G(d) basis set.

Kinetics and mechanism of izomerization of N-alkoxycarbonyl-5-aroxytetrazoles

The kinetics and mechanism of the N2-N1-isomerization of 2-methoxycarbonyl-5-(p-X-phenoxy)-tetrazoles (X = H, CH3, NHCOCH3, Cl, Br, NO2) were studied by 1H NMR spectroscopy in a DMSO-d6-CDCl3 mixture (25: 75). The rate of isomerization of the N2-isomer into N1-isomer fit the first-order equation (after three half-conversion periods). The isomerization is accompanied by hydrolysis and decarboxylation. The Hammett plot of In(kXlkH) for the isomerization showed a good correlation with σ- values (p- = 1.33, r = 0.965). A poor correlation with σ values was obtained. The kinetic data, the effect of solvent polarity, the substituent effects, and the results of AM1 quantum-chemical calculations suggest an ionic mechanism of the isomerization in polar solvents and a concerted mechanism in nonpolar solvents.