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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.
Hindered aromatic amines do not form imines by direct reaction with benzophenones. An indirect route involves formation of the imine with an aldehyde, introduction of the second aryl group by 1,2-addition of the aryllithium and dehydrogenation of the resulting secondary amine with DDQ: J. Org. Chem., 54, 2464 (1989).<
Huang, W. C.; Lin, Y. C. ; Tzeng, W. B. Mass-analyzed threshold ionization spectroscopy of 2,6-dimethylaniline, 2,6-dimethylaniline-NHD, and 2,6-dimethylaniline-ND2. Chem. Phys. Lett. 2012, 551, 50-53.
Ting, W-P.; Huang, Y-H.; Lu, M-C. Oxidation of 2,6-dimethylaniline by the Fenton, electro-Fenton and photoelectro-Fenton processes. J. Environ. Sci. Health, Part A 2011, 46 (10), 1085-1091.
Gockel, S. N.; Hull, K. L. Chloroform as a Carbon Monoxide Precursor: In or Ex Situ Generation of CO for Pd-Catalyzed Aminocarbonylations. Org. Lett. 2015, 17 (13), 3236-3239.
Yao, Q.; Wang, Z.; Zhang, Y.; Liu, X.; Lin, L.; Feng, X. N,N'-Dioxide/Gadolinium(III)-Catalyzed Asymmetric Conjugate Addition of Nitroalkanes to α, β-Unsaturated Pyrazolamides. J. Org. Chem. 2015, 80 (11), 5704-5712.
Hazard Statements: H227-H302-H312-H332-H315-H351-H335
Combustible liquid. Harmful if swallowed. Harmful in contact with skin. Harmful if inhaled. Causes skin irritation. Suspected of causing cancer. May cause respiratory irritation.
Precautionary Statements: P260-P262-P273-P280h
Do not breathe dust/fume/gas/mist/vapours/spray. Do not get in eyes, on skin, or on clothing. Avoid release to the environment. Wear protective gloves/clothing.