36175-43-6

Basic information

• Product Name: 4-[(4-Methoxyphenyl)methyl]-4H-1,2,4-triazole
• Synonyms: 4-(4-Methoxybenzyl)-4H-1,2,4-triazole;4-[(4-Methoxyphenyl)methyl]-4H-1,2,4-triazole;1-(4-methoxybenzyl)-1H-1,2,4-triazole
• CAS NO: 36175-43-6
• Molecular Formula: C₁₀H₁₁N₃O
• Molecular Weight: 189.21
• Mol File: 36175-43-6.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 363.7 °C at 760 mmHg
• Flash Point: 173.8 °C
• Appearance: /
• Density: 1.16
• Refractive Index: 1.59
• PKA: 2.89±0.10(Predicted)
• CAS DataBase Reference: 4-[(4-Methoxyphenyl)methyl]-4H-1,2,4-triazole(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[(4-Methoxyphenyl)methyl]-4H-1,2,4-triazole(36175-43-6)
• EPA Substance Registry System: 4-[(4-Methoxyphenyl)methyl]-4H-1,2,4-triazole(36175-43-6)

Safety Data

• Hazardous Substances Data: 36175-43-6(Hazardous Substances Data)

Usage

General Description

4-[(4-Methoxyphenyl)methyl]-4H-1,2,4-triazole is a chemical compound that belongs to the class of triazole compounds. It has a molecular formula of C10H11N3O and a molecular weight of 189.21 g/mol. 4-[(4-Methoxyphenyl)methyl]-4H-1,2,4-triazole is commonly used as an inhibitor of aromatase, an enzyme involved in the production of estrogen. It is also used in the research and development of pharmaceuticals, particularly in the treatment of hormone-sensitive breast cancer. Additionally, 4-[(4-Methoxyphenyl)methyl]-4H-1,2,4-triazole may also have potential applications in the field of agricultural chemistry as a fungicide or herbicide. Due to its pharmacological and agricultural properties, this compound is of significant interest and has been the subject of various studies and research.

InChI:InChI=1/C10H11N3O/c1-14-10-4-2-9(3-5-10)6-13-7-11-12-8-13/h2-5,7-8H,6H2,1H3

Upstream product

• 41253-21-8 sodium triazole 
• 824-94-2 p-methoxybenzyl chloride 
• 288-88-0 1,2,4-Triazole 

Relevant articles and documents

Liquid ammonia as a dipolar aprotic solvent for aliphatic nucleophilic substitution reactions

The rate constants for the reactions of a variety of nucleophiles reacting with substituted benzyl chlorides in liquid ammonia (LNH3) have been determined. To fully interpret the associated linear free-energy relationships, the ionization constants of phenols ions in liquid ammonia were obtained using UV spectra. These equilibrium constants are the product of those for ion-pair formation and dissociation to the free ions, which can be separated by evaluating the effect of added ammonium ions. There is a linear relationship between the pKa of phenols in liquid ammonia and those in water of slope 1.68. Aminium ions exist in their unprotonated free base form in liquid ammonia and their ionization constants could not be determined by NMR. The rates of solvolysis of substituted benzyl chlorides in liquid ammonia at 25 °C show a Hammett ρ of zero, having little or no dependence upon ring substituents, which is in stark contrast with the hydrolysis rates of substituted benzyl halides in water, which vary 107 fold. The rate of substitution of benzyl chloride by substituted phenoxide ions is first order in the concentration of the nucleophile indicative of a SN2 process, and the dependence of the rate constants on the pKa of the phenol in liquid ammonia generates a Bronsted βnuc = 0.40. Contrary to the solvolysis reaction, the reaction of phenoxide ion with 4-substituted benzyl chlorides gives a Hammett ρ = 1.1, excluding the 4-methoxy derivative, which shows the normal positive deviation. The second order rate constants for the substitution of benzyl chlorides by neutral and anionic amines show a single Bronsted βnuc = 0.21 (based on the aqueous pKa of amine), but their dependence on the substituent in substituted benzyl chlorides varies with a Hammett ρ of 0 for neutral amines, similar to that seen for solvolysis, whereas that for amine anions is 0.93, similar to that seen for phenoxide ion.(Figure Presented)