14227-17-9

Basic information

• Product Name: 2,4,6-TRIMETHOXYANILINE
• Synonyms: 1-AMINO-2,4,6-TRIMETHOXYBENZENE;2,4,6-TRIMETHOXYANILINE;2,4,6-Trimethoxybenzenamine
• CAS NO: 14227-17-9
• Molecular Formula: C₉H₁₃NO₃
• Molecular Weight: 183.2
• EINECS: 238-095-8
• Product Categories: Anilines, Aromatic Amines and Nitro Compounds
• Mol File: 14227-17-9.mol
• Article Data: 18

Chemical Properties

• Melting Point: 29-31 °C
• Boiling Point: 306.9 °C at 760 mmHg
• Flash Point: 152.5 °C
• Appearance: /
• Density: 1.118 g/cm³
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 5.08±0.10(Predicted)
• CAS DataBase Reference: 2,4,6-TRIMETHOXYANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,6-TRIMETHOXYANILINE(14227-17-9)
• EPA Substance Registry System: 2,4,6-TRIMETHOXYANILINE(14227-17-9)

Safety Data

• Hazardous Substances Data: 14227-17-9(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 59, p. 682, 1994 DOI: 10.1021/jo00082a035

InChI:InChI=1/C9H13NO3/c1-11-6-4-7(12-2)9(10)8(5-6)13-3/h4-5H,10H2,1-3H3

Upstream product

• 14227-18-0 1,3,5-trimethoxy-2-nitrobenzene 
• 148678-90-4 1-(2,4,6-trimethoxyphenyl)-1,2-hydrazinedicarboxylic acid bis(2,2,2-trichloroethyl) ester 
• 600121-36-6 (1,3-dimethyl-imidazolidin-2-ylidene)-(2,4,6-trimethoxy-phenyl)-amine 
• 621-23-8 1,2,3-trimethoxybenzene 
• 102438-99-3 2,4,6-trimethoxyaniline hydrochloride 
• 17483-54-4 2,4,6-trimethoxybenzamide 
• 832-58-6 1-(2,4,6-trimethoxyphenyl)ethanone 

Downstream Products

• 115591-40-7 N-formyl-2,4,6-trimethoxyaniline 
• 122705-93-5 (Z)-N-(2,4,6-trimethoxyphenyl)-9-octadecenamide 
• 143593-10-6 5-Phenyl-1-(2,4,6-trimethoxy-phenyl)-pyrrolidine-2,2-diol 
• 140112-83-0 N-(2,4,6-trimethoxyphenyl)stearamide 
• 1028285-87-1 2-Benzylsulfanyl-N-(2,4,6-trimethoxy-phenyl)-nicotinamide 
• 134992-37-3 2,4,6-trimethoxyphenyl isocyanate 

Relevant articles and documents

PRODUCTION METHOD OF PRIMARY AMINE COMPOUND

PROBLEM TO BE SOLVED: To provide a simple production method of a primary amine compound unnecessary for complicated procedures and toxic sodium azide or the like. SOLUTION: A production method of a primary amine compound includes a step for reacting a ketone compound and an oxime compound in the presence of alcohol and an acid catalyst. Preferably, the acid catalyst is hydrochloric acid, sulfuric acid, methanesulfonic acid, camphorsulfonic acid, a tosyl acid hydrate, trifluoromethane sulfonic acid or a boron trifluoride diethyl ether complex. SELECTED DRAWING: None COPYRIGHT: (C)2019,JPOandINPIT

Metal-free Semiconductor Photocatalysis for sp2 C?H Functionalization with Molecular Oxygen

Designing metal-free catalysts for solar energy conversion is a long-standing challenge in semiconductor photoredox catalysis (SPC). With visible-light-responsive hexagonal boron carbon nitride (h-BCN) as a non-metal photocatalyst, this system affords C?H/N?H coupling products with broad substitution tolerance and high efficiency with molecular oxygen as the terminal oxidant. The catalyst exhibits remarkable performance for the selective C?H functionalization of electron-rich arenes to C?N products (yields up to 95 %) and good stability (6 recycles). Both nitrogen heteroarenes and amine salts are competent coupling nucleophiles. Mechanically, the reactive oxygen species are superoxide anion radical (O2?.) and H2O2, which are proved by electron spin resonance (ESR) data, KI-starch, and control experiments. In addition, kinetic isotope effect (KIE) experiments indicate that C?H bond cleavage is not involved in the rate limiting step. This semiconductor-based photoredox system allows for C?H amination free of any metals, ligands, strong oxidants, and additives. It provides a complementary avenue to C?H functionalizations and enables synthetic applications efficiently in a sustainable manner.

Method of preparing arylamine by photo-catalyzing C-H activation with semiconductor

The invention discloses a method of preparing arylamine by photo-catalyzing C-H activation with a semiconductor. The method comprises the following steps of by taking an aromatic compound as a substrate and boron-nitrogen-carbon as a photocatalyst, adding an amino source, a solvent and alkali, performing stirring reaction for 48h under the condition of visible light radiation at room temperature in an oxygen atmosphere, and synthesizing an arylamine compound. The boron-nitrogen-carbon (h-BCN) is a semiconductor polymer photocatalyst which responds to visible light and does not contain metallicelements and has the advantages of low cost, availability, good chemical stability, non toxicity, innocuousness, proper forbidden band width and energy band position and the like. The catalyst is used for synthesizing the arylamine compound, is simple in operation in reaction process, is performed under the visible light, is mild in condition and good in catalytic effect and has the yield, to a target product, reaching 72 percent. The method provided by the invention is simple in technology and low in cost, accords with the actual production needs and has relatively large application potential.