2217-46-1

Basic information

• Product Name: 2,3,5,6-tetramethylaniline
• Synonyms: 2,3,5,6-tetramethylaniline;Aminodurene
• CAS NO: 2217-46-1
• Molecular Formula: C₁₀H₁₅N
• Molecular Weight: 149.23
• Mol File: 2217-46-1.mol
• Article Data: 8

Chemical Properties

• Melting Point: 75-77℃
• Boiling Point: 261-262℃
• Appearance: /
• CAS DataBase Reference: 2,3,5,6-tetramethylaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,5,6-tetramethylaniline(2217-46-1)
• EPA Substance Registry System: 2,3,5,6-tetramethylaniline(2217-46-1)

Safety Data

• Hazardous Substances Data: 2217-46-1(Hazardous Substances Data)

Usage

General Description

2,3,5,6-tetramethylaniline is a chemical compound with the molecular formula C9H13N. It is a colorless to yellow liquid that is highly flammable and has a strong amine odor. It is mainly used as an intermediate in the synthesis of dyes, pharmaceuticals, and other organic compounds. It is also used as a corrosion inhibitor in the petroleum industry. Exposure to 2,3,5,6-tetramethylaniline can cause irritation to the skin, eyes, and respiratory system, and long-term exposure may cause damage to the liver and kidneys. The compound should be handled with caution and proper personal protective equipment should be worn when working with it.

Upstream product

• 38899-21-7 2,3,5,6-tetramethylnitrosobenzene 
• 3463-36-3 2,3,5,6-tetramethylnitrobenzene 
• 52415-10-8 1-bromo-2,3,5,6-tetramethyl-4-nitrobenzene 
• 95-93-2 1,2,4,5-tetramethylbenzene 
• 1646-53-3 bromodurene 
• 2100-25-6 2,3,5,6-tetramethyliodobenzene 
• 75724-98-0 2,3,5,6-tetramethylphenylmagnesium bromide 
• 861319-18-8 tetramethyl-[1,4]benzoquinone-1-imine-4-(2,3,5,6-tetramethyl-phenylimine) 
• 7647-01-0 hydrogenchloride 
• 64-19-7 acetic acid 
• 64-17-5 ethanol 
• 857552-72-8 4-acetylamino-2,3,5,6-tetramethyl-benzenesulfonic acid amide 
• 19405-91-5 nitric acid-(3-bromo-2,4,5-trimethyl-6-nitro-benzyl ester) 
• 86145-89-3 4-nitro-2,3,5,6-tetramethylbenzoic acid 

Downstream Products

• 527-17-3 Duroquinone 
• 527-35-5 2,3,5,6-tetramethylphenol 
• 53965-69-8 4-bromo-2,3,5,6-tetramethylaniline 
• 861319-18-8 tetramethyl-[1,4]benzoquinone-1-imine-4-(2,3,5,6-tetramethyl-phenylimine) 
• 861319-17-7 tetramethyl-[1,4]benzoquinone-(2,3-dimethyl-phenylimine)-imine 
• 70630-32-9 2-[(2-Methoxy-acetyl)-(2,3,5,6-tetramethyl-phenyl)-amino]-propionic acid methyl ester 
• 70630-33-0 2-[(2-Ethoxy-acetyl)-(2,3,5,6-tetramethyl-phenyl)-amino]-propionic acid methyl ester 
• 92058-24-7 1-Amino-4-thiocyanato-2,3,5,6-tetramethyl-benzol, Rhodanamino-durol 
• 69733-09-1 C₁₀H₁₄N₂O₂ 
• 63046-81-1 2-[Butyryl-(2,3,5,6-tetramethyl-phenyl)-amino]-thiopropionic acid S-methyl ester 
• 132588-79-5 2,3,5,6-tetramethyl-N-(1'phenylprop-2'-ynyl)aniline 
• 104373-95-7 N-(2,3,5,6-tetramethylphenyl)-2-propenamide 
• 54245-97-5 Octamethylbenzidin 
• 1139719-65-5 (Z)-4-(4-amino-2,3,5,6-tetramethylphenyl)-4-(4-methylphenyl)but-3-en-2-one 

Relevant articles and documents

A Metal-Free Direct Arene C?H Amination

The synthesis of aryl amines via the formation of a C?N bond is an essential tool for the preparation of functional materials, active pharmaceutical ingredients and bioactive products. Usually, this chemical connection is only possible by transition metal-catalyzed reactions, photochemistry or electrochemistry. Here, we report a metal-free arene C?H amination using hydroxylamine derivatives under benign conditions. A charge transfer interaction between the aminating reagents TsONHR and the arene substrates enables the chemoselective amination of the arene, even in the presence of various functional groups. Oxygen was crucial for an effective conversion and its accelerating role for the electron transfer step was proven experimentally. In addition, this was rationalized by a theoretical study which indicated the involvement of a dioxygen-bridged complex with a “Sandwich-like” arrangement of the aromatic starting materials and the aminating agents at the dioxygen molecule. (Figure presented.).

Electrophilic amination of methylbenzenes with sodium azide in trifluoromethanesulfonic acid

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Direct Aromatic Amination by Azides: Reactions of Hydrazoic Acid and Butyl Azides with Aromatic Compounds in the Presence of Both Trifluoromethanesulfonic Acid and Trifluoroacetic Acid

Reactions of hydrazoic acid with aromatic compounds in the presence of both trifluoromethanesulfonic acid (TFSA) and trifluoroacetic acid (TFA) efficiently gave primary arylamines without diamine contaminants.The reactions provide mainly the ortho- and para-monoamines wven for readily oxidised aromatic compounds such as cumene, mesitylene, durene, isodurene and anisole.The mechanistic investigation demonstrates that the reactions proceed via a concerted process involving both arene attack on a conjugate acid of the azide and elimination of N2 from the conjugate acid.The reaction of butyl azide with benzene and mesitylene in the presence of both TFSA and TFA produced N-butylarylamines in low yields together with high yields of butanal via a butylnitrenium ion intermediate; a similar reaction with tert-butyl azide gave no tert-butylarylamines.