53477-43-3

Basic information

• Product Name: 1-(4-METHOXYPHENYL)-3-METHYL TRIAZENE
• CAS NO: 53477-43-3
• Molecular Formula: C8H11N3O
• Molecular Weight: 165.195
• Mol File: 53477-43-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1-(4-METHOXYPHENYL)-3-METHYL TRIAZENE (CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-METHOXYPHENYL)-3-METHYL TRIAZENE (53477-43-3)
• EPA Substance Registry System: 1-(4-METHOXYPHENYL)-3-METHYL TRIAZENE (53477-43-3)

Safety Data

• Safety Statements: Explodes during vacuum distillation below 1 mbar. Upon decomposition it emits toxic fumes of NOsub xmlns="">x/sub>.
• HazardClass: 3
• Hazardous Substances Data: 53477-43-3(Hazardous Substances Data)

Usage

Type of compound

Triazene derivative

Structure

Contains a triazene group (three-membered nitrogen ring with two adjacent nitrogen atoms and one nitrogen substituent)

Appearance

Pale yellow solid

Solubility

Sparingly soluble in water, soluble in organic solvents

Uses

a. Reagent in organic synthesis
b. Synthesis of azo dyes and other organic compounds

Potential pharmaceutical properties

a. Anti-cancer effects
b. Anti-inflammatory effects

Research status

Further research needed to fully understand and exploit its potential benefits

Upstream product

• 104-94-9 4-methoxy-aniline 
• 459-64-3 4-methoxybenzenediazonium tetrafluoroborate 
• 74-89-5 methylamine 

Downstream Products

• 87072-62-6 1-(4-methoxy-phenyl)-3-acetyl-3-methyltriazene 
• 104-94-9 4-methoxy-aniline 
• 101-41-7 benzeneacetic acid methyl ester 

Relevant articles and documents

STRUCTURAL EFFECT ON THE MECHANISTIC PATHWAY OF THE DECOMPOSITION OF 3-ALKYL-1-ARYLTRIAZENES: A KINETIC STUDY

A kinetic study of the reaction between 3-alkyl-1-aryltriazenes and substituted acetic acids has been made in solvent acetone over the temperature range 21-37 deg C.Ea is 17.3 +/- 0.3 kcal mol-1 and log A is 10.3 +/- 0.1.Influence of the substituents on the reaction rate has been analyzed.The Hammett correlation with ? gave a ρ value of -0.96 for para-aryl substituted triazenes and +0.35 for meta- and para-substituted phenylacetic acid.The rate of decomposition of triazenes is also affected by changing the alkyl group.From these results a duality in mechanism is proposed; first, a simultaneous protonation and alkyl group expulsion to be the rate-determining step when R is tertiary, benzylic and possibly secondary.Secondly, a concerted mechanism for the protonation of nitrogen and cleavage of the N-R bond for primary alkyl groups.