94876-25-2

Basic information

• Product Name: 2-HYDROXY-3,5-DI-tert-BUTYLDIPHENYLAMINE
• Synonyms: 2,4-di-tert-butyl-6-(phenylamino)phenol
• CAS NO: 94876-25-2
• Molecular Formula: C₂₀H₂₇NO
• Molecular Weight: 0
• Product Categories: Anilines, Aromatic Amines and Nitro Compounds
• Mol File: 94876-25-2.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-HYDROXY-3,5-DI-tert-BUTYLDIPHENYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-HYDROXY-3,5-DI-tert-BUTYLDIPHENYLAMINE(94876-25-2)
• EPA Substance Registry System: 2-HYDROXY-3,5-DI-tert-BUTYLDIPHENYLAMINE(94876-25-2)

Safety Data

• Hazardous Substances Data: 94876-25-2(Hazardous Substances Data)

Upstream product

• 1020-31-1 3,5-Di-tert-butylcatechol 
• 62-53-3 aniline 
• 120-80-9 benzene-1,2-diol 

Downstream Products

• 718598-14-2 C₂₁H₂₉NO 
• 913724-88-6 Cu((C₄H₉)2C₆H₂ONC₆H₅)2 
• 457604-98-7 Pt(o-amidophenolato)(2,2'-bipyridine) 
• 457604-97-6 Pd(o-amidophenolato)(2,2-bipyridine) 

Relevant articles and documents

Synthesis of N,O-heterocyclic carbene and coordination to rhodium(I) and copper(I)

5,7-Di-tert-butyl-3-phenyl benzoxazolium tetrafluoroborate 1 could be prepared by simple reaction of the corresponding aminophenol with triethyl orthoformate under acidic conditions. Both rhodium(I) and copper(I) complexes with benzoxazol-2-ylidene ligand

Circumventing Intrinsic Metal Reactivity: Radical Generation with Redox-Active Ligands

Nickel complexes have gained sustained attention as efficient catalysts in cross-coupling reactions and co-catalysts in dual systems due to their ability to react with radical species. Central to this reactivity is nickel's propensity to shuttle through several accessible redox states from Ni0 to NiIV. Here, we report the catalytic generation of trifluoromethyl radicals from a nickel complex bearing redox-active iminosemiquinone ligands. This unprecedented reactivity is enabled through ligand-based oxidation performing electron transfer to an electrophilic CF3+ source while the nickel oxidation state is preserved. Additionally, extension of this reactivity to a copper complex bearing a single redox equivalent is reported, thus providing a unified reactivity scheme. These results open new pathways in radical chemistry with redox-active ligands.

Iminosemiquinone radical ligands enable access to a well-defined redox-active CuII-CF3 complex

The reaction of a copper complex bearing iminosemiquinone ligands with a CF3+ source provides an unprecedented Cu II-CF3 complex through ligand-based oxidation. Reactivity of this complex leads to nucleophilic trifluoromethylation of the ligand, suggesting an electronic interplay that results in a formal umpolung of the initial CF3+. This journal is the Partner Organisations 2014.