118739-43-8

Basic information

• Product Name: C₁₆H₂₀N₂O⁽¹⁺⁾
• Synonyms: C₁₆H₂₀N₂O⁽¹⁺⁾
• CAS NO: 118739-43-8
• Molecular Weight: 256.348
• Mol File: 118739-43-8.mol

Chemical Properties

• CAS DataBase Reference: C₁₆H₂₀N₂O⁽¹⁺⁾(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₆H₂₀N₂O⁽¹⁺⁾(118739-43-8)
• EPA Substance Registry System: C₁₆H₂₀N₂O⁽¹⁺⁾(118739-43-8)

Safety Data

• Hazardous Substances Data: 118739-43-8(Hazardous Substances Data)

Upstream product

• 701-56-4 4-methoxy-N,N-dimethylanilne 
• 104-94-9 4-methoxy-aniline 
• 121-69-7 N,N-dimethyl-aniline 
• 5961-59-1 N-methyl-N-(4-methoxyphenyl)amine 
• 101-64-4 Variamin Blau 

Relevant articles and documents

Oxidative activation in aromatic substitutions. Reactions of N,N- dimethylanilines with secondary anilines promoted by thallium triacetate

The reactions of N,N-dimethyl-p-anisidine (1a), N,N-dimethylaniline (1b), and N,N-dimethyl-p-fluoroaniline (1c) toward secondary anilines 2(a- d)-H in the presence of thallium triacetate sesquihydrate have been studied as representative of a novel oxidatively activated aromatic substitution affording 1,4-benzenediamine derivatives 3a-d. All of the substrates considered gave substitution with diphenylamine (2d-H). However, with anilines 2b,c-H, only 1a underwent substitution, and substrates 1b,c were practically unreactive. The observed differences in reactivity are well accounted for within a mechanistic framework wherein oxidative activation of both the substrate and the secondary aniline is regarded as alternatively (or simultaneously) possible, depending on the redox characteristics of the reactants. For instance, it can be stated, beyond any reasonable doubt, that reactions of 1a with 2b,c-H proceed via nucleophilic attack of the latter on 1a+., and that the reaction of 1a-c with 2d-H must involve the diphenylamino radical 2d·.

ON THE ESR IDENTIFICATION OF PARAMAGNETIC SPECIES OBSERVED DURING SET OXIDATION OF N,N-DIMETHYL-p-ANISIDINE

During SET oxidation of the title compound, N,N,N'-trimethyl-N'-(4-methoxyphenyl)-1,4-phenylendiamine radical cation was detected by e.s.r.; this derives from an oxidatively activated nucleophilic substitution on N,N-dimethyl-p-anisidine.Revised e.s.r. parameters for N,N-dimethyl-p-anisidinium radical are also reported.