2,6-Dimethylaniline

Base Information

• Chemical Name: 2,6-Dimethylaniline
• CAS No.: 87-62-7
• Deprecated CAS: 1123533-24-3
• Molecular Formula: C8H11N
• Molecular Weight: 121.182
• Hs Code.: 2921.49
• European Community (EC) Number: 201-758-7
• ICSC Number: 1519
• NSC Number: 7098
• UN Number: 1711
• UNII: 4FT62OX08D
• DSSTox Substance ID: DTXSID8026307
• Nikkaji Number: J43.456F
• Wikipedia: 2,6-Xylidine
• Wikidata: Q4353533
• Metabolomics Workbench ID: 51831
• ChEMBL ID: CHEMBL1340793
• Mol file: 87-62-7.mol

Synonyms:2,6-dimethylaniline;2,6-xylidine;2,6-xylidine hydrochloride;2,6-xylidine, 3H-labeled

Chemical Property of 2,6-Dimethylaniline

Chemical Property:

• Appearance/Colour: colorless to reddish yellow liquid
• Vapor Pressure: <0.01 mm Hg ( 20 °C)
• Melting Point: 10-12 °C(lit.)
• Refractive Index: 1.5601
• Boiling Point: 217.9 °C at 760 mmHg
• PKA: 3.89(at 25℃)
• Flash Point: 91.1 °C
• PSA: 26.02000
• Density: 0.975 g/cm³
• LogP: 2.46680
• Storage Temp.: Refrigerator
• Solubility.: 13g/l
• Water Solubility.: 7.5 g/L (20 ºC)
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 121.089149355
• Heavy Atom Count: 9
• Complexity: 80.6
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

2,6-Dimethylaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N,T
• Hazard Codes: Xn,N,T
• Statements: 20/21/22-37/38-40-51/53
• Safety Statements: 23-25-36/37-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C)N
• Inhalation Risk: A harmful contamination of the air will be reached slowly on evaporation of this substance at 20 °C; on spraying or dispersing, however, much faster.
• Effects of Short Term Exposure: Exposure at high levels could cause lowering of consciousness. Exposure at high levels could cause formation of methaemoglobin. The effects may be delayed. Medical observation is indicated.
• Effects of Long Term Exposure: The substance may have effects on the blood. This may result in anaemia. The substance may have effects on the liver. This substance is possibly carcinogenic to humans.
• Uses: Bupivacaine (B689560) impurity. 2,6-Dimethylaniline is used in pharmaceuticals, as dye intermediates and in organic synthesis. It is also used in the production of antioxidants, agricultural, pharmaceutical, rubber chemicals and other target organic molecules.

Technology Process of 2,6-Dimethylaniline

There total 95 articles about 2,6-Dimethylaniline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 73.0%

2,6-dimethylbenzene boronic acid (100379-00-8) → 2.6-dimethylphenol (576-26-1,25134-01-4) + 2,6-dimethylaniline (87-62-7)

Guidance literature:

With ammonium hydroxide; potassium nitrate; In water; at 20 ℃; for 2h; chemoselective reaction; Electrochemical reaction;

DOI:10.1021/jo400981f

Reference yield: 43.0%

C49H53N6OY → benzonitrile (100-47-0) + 2,6-dimethylaniline (87-62-7)

Guidance literature:

In toluene; at 100 ℃; for 120h;

DOI:10.1039/c8cy01481g

Reference yield: 43.0%

1,2,3,4-tetrahydroisoquinoline (635-46-1) + 2,6-dimethylnitrobenzene (81-20-9) → quinoline (91-22-5) + 2,6-dimethylaniline (87-62-7)

Guidance literature:

With nickel-nitrogen-doped carbon framework; In water; at 145 ℃; for 18h; Inert atmosphere; Sealed tube; Green chemistry;

DOI:10.1039/c9gc04358f

upstream raw materials:

2,6-dimethylnitrobenzene

4-amino-3,5-dimethylbenzoic acid

3-amino-2,4-dimethylbenzoic acid

tetrachloromethane

Downstream raw materials:

Nicotinsaeure-(2,6-dimethyl-anilid)

N-(2,6-dimethylphenyl)pyridine-4-carboxamide

N-(2,6-dimethylphenyl)furan-2-carboxamide

N-(2,6-dimethyphenyl)thiophene-2-carboxamide

Refernces

• 1、 Zhao, Huaibo,Leonori, Daniele. "Minimization of Back-Electron Transfer Enables the Elusive sp3 C?H Functionalization of Secondary Anilines". supporting information. p. 7669 - 7674. Retrieved 2021/03/08.
• 2、 Zubar, Viktoriia,Dewanji, Abhishek,Rueping, Magnus. "Chemoselective Hydrogenation of Nitroarenes Using an Air-Stable Base-Metal Catalyst". supporting information. p. 2742 - 2747. Retrieved 2021/05/05.