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2,6-Diisopropylaniline acts as an intermediate used in the production of carbodiimides stabilizers, synthetic resins, antioxidants and active pharmaceutical ingredients. It is also used in the preparation of multitopic Schiff-base ligand precursors and 4,5-bis(2,6-diisopropylanilino)-2,7-di-tert-butyl-9,9-dimethylthioxanthene. It also undergoes condensation reaction with triacetylmethane to get -[1-(2,6-diisopropylphenylamino)ethylidene]pentane-2,4-dione. Further, it is used to prepare N-heterocyclic carbene complexes for alfa-arylation of acyclic ketones, amination of haloarenes and aqueous Suzuki coupling. In addition to this, it is used in the prepartion of organocatalyst based on naphthalene diimides.
This hindered amine has been converted to the nitrile in 52% yield by treatment with alkyl nitrite and copper(I) cyanide in DMSO, as an alternative to the classical Sandmeyer conditions: Tetrahedron, 52, 7137 (1996).
Dyar, S. M.; Smeigh, A. L.; Karlen, S. D.; Young, R. M.; Wasielewski, M. R. Photo-initiated multi-step electron transfer in donor-acceptor systems using a novel bi-functionalized perylene chromophore. Chem. Phys. Lett. 2015, 629, 23-28.
Guo, Z.; Wei, X.; Hua, Y.; Chao, J.; Liu, D. Synthesis of 2-benzoylpyrrole derivatives via C-H functionalization adjacent to nitrogen of pyrrole. Tetrahedron Lett. 2015, 56 (25), 3919-3922.
Gefahrenhinweise (EU): H303-H319
May be harmful if swallowed. Causes serious eye irritation.
Wear eye/face protection. Wash thoroughly after handling. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. If eye irritation persists: Get medical advice/attention.