74663-75-5

Basic information

• Product Name: Glyoxal bis(2,6-diisopropylanil), N,Nμ-Bis(2,6-diisopropylphenyl)-1,4-diazabutadiene, N,Nμ-Bis(2,6-diisopropylphenyl)ethanediimine
• Synonyms: N,N'-1,2-Ethanediylidenebis[2,6-bis(1-methylethyl)phenylamine];N,N'-Bis(2,6-diisopropylphenyl)-1,4-diazabutadiene;N,N'-Bis(2,6-diisopropylphenyl)ethanediimine;N,N'-Bis(2,6-diisopropylphenyl)glyoxaldiimine;N,N'-bis[2,6-di(propan-2-yl)phenyl]ethane-1,2-diimine;(1E,2E)-1,2-Bis(2,6-Diisopropylphenylimino)ethane;Glyoxal bis(2,6-diisopropylanil), N,Nμ-Bis(2,6-diisopropylphenyl)-1,4-diazabutadiene, N,Nμ-Bis(2,6-diisopropylphenyl)ethanediimine;1,4-Bis(2,6-diisopropylphenyl)-1,4-diaza-1,3-butadiene
• CAS NO: 74663-75-5
• Molecular Formula: C₂₆H₃₆N₂
• Molecular Weight: 376.58
• Mol File: 74663-75-5.mol
• Article Data: 57

Chemical Properties

• Melting Point: 105-109 °C
• Boiling Point: 492.0±55.0 °C(Predicted)
• Appearance: /
• Density: 0.95
• PKA: 1.85±0.50(Predicted)
• CAS DataBase Reference: Glyoxal bis(2,6-diisopropylanil), N,Nμ-Bis(2,6-diisopropylphenyl)-1,4-diazabutadiene, N,Nμ-Bis(2,6-diisopropylphenyl)ethanediimine(CAS DataBase Reference)
• NIST Chemistry Reference: Glyoxal bis(2,6-diisopropylanil), N,Nμ-Bis(2,6-diisopropylphenyl)-1,4-diazabutadiene, N,Nμ-Bis(2,6-diisopropylphenyl)ethanediimine(74663-75-5)
• EPA Substance Registry System: Glyoxal bis(2,6-diisopropylanil), N,Nμ-Bis(2,6-diisopropylphenyl)-1,4-diazabutadiene, N,Nμ-Bis(2,6-diisopropylphenyl)ethanediimine(74663-75-5)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 74663-75-5(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 74663-75-5 differently. You can refer to the following data:
1. Reactant in preparation of derived ruthenium olefin metathesis catalysts 1 N-cyclic carbene ligand 2 Catalyst in: Palladium-catalyzed aerobic alc. oxidn. supported by a-diimine ligands 3 Regioselective alkylation in presence of ruthenium-bisimine catalytic precursors 4 N-arylation of aromatic amines 5 Preparation of ruthenium nitrosyl alpha-diimine and iminoketone complexes as catalysts for transfer hydrogenation of ketones and atom transfer radical polymerization reactions.
2. Reactant in preparation of derived ruthenium olefin metathesis catalystsN-cyclic carbene ligandCatalyst in:Palladium-catalyzed aerobic alc. oxidn. supported by a-diimine ligandsRegioselective alkylation in presence of ruthenium-bisimine catalytic precursorsN-arylation of aromatic aminesPreparation of ruthenium nitrosyl alpha-diimine and iminoketone complexes as catalysts for transfer hydrogenation of ketones and atom transfer radical polymerization reactions

Upstream product

• 131543-46-9 Glyoxal 
• 24544-04-5 2,6-diisopropylbenzenamine 
• 768-94-5 1-Adamantanamine 
• 88-05-1 2,4,6-trimethylaniline 
• 4405-13-4 glyoxal trimer dihydrate 

Downstream Products

• 107495-80-7 1,3-Bis(2,6-diisopropylphenyl)-2,2-dimethyl-1,3-diaza-2-sila-4-cyclopenten 
• 107495-82-9 (E)-N,N'-Bis(chlordimethylsilyl)-N,N'-bis(2,6-diisopropylphenyl)-1,2-ethendiamin 
• 250285-32-6 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride 
• 134030-22-1 N,N'-bis(2,6-diisopropylphenyl)ethane-1,2-diamine 
• 884639-92-3 2-chloro-1,3-bis(diisopropylphenyl)-1,3-dihydro-1,3,2-diazaphosphol 
• 915703-81-0 N,N'-bis(2,6-diisopropylphenyl)-2-bromo-2,3-dihydro-1H-1,3,2-diazaborole 
• 343930-48-3 [(η(6)-C6Me6)OsCl(1,4-bis(2,6-isopropylphenyl)-1,4-diaza-1,3-butadiene)]PF6 
• 1204354-69-7 [1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]gold(III) trichloride 
• 1268722-56-0 [1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene][benzamidato-κ-N]gold(I) 
• 157135-27-8 C₂₇H₄₀N₂ 
• 244187-81-3 1,3-bis-(2,6-diisopropylphenyl)-imidazol-2-ylidene 
• 1311296-99-7 1,3-bis(2,6-diisopropylphenyl)imidazolium perchlorate 

Relevant articles and documents

Palladium/Copper-Cocatalyzed Arylsilylation of Internal Alkynes with Acyl Fluorides and Silylboranes: Synthesis of Tetrasubstituted Alkenylsilanes by Three-Component Coupling Reaction

In this Letter, the palladium/copper-cocatalyzed arylsilylation of internal alkynes with acyl fluorides and silylboranes is described. This is the first example in which acyl fluorides have been utilized for the three-component coupling reaction via decarbonylation, yielding a variety of tetrasubstituted alkenylsilanes in moderate to good yields.

Preparation method of NHC-PdCl2-3-chloropyridine complex

The invention relates to a preparation method of an NHC-PdCl2-3-chloropyridine complex. The preparation method comprises the following steps: subjecting 2,6-diisopropylaniline, glyoxal and acetic acid to reacting in an ethanol solvent for 2-4 days to obtain glyoxal-bis-(2,6-diisopropylphenyl)imine; stirring a mixed solution of glyoxal-bis-(2,6-diisopropylphenyl)imine, chloromethylethyl ether, tetrahydrofuran and water at 30-50 DEG C for a reaction for 10-20 hours to obtain 1,3-bis-(2,6-diisopropylphenyl)imidazolium chloride, wherein a molar ratio of glyoxal-bis-(2,6-diisopropylphenyl)imine to water is 1: (2-10); and subjecting 1,3-bis-(2,6-diisopropylphenyl)imidazolium chloride, palladium chloride, cesium carbonate and 3-chloropyridine to reacting for 10-20 hours at a temperature of 60-100 DEG C to obtain [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium (II) dichloride. The method has the advantages that raw materials are easy to obtain, operation is simple, reaction conditions are mild and easy to control and industrial mass production is easy.

N-Heterocyclic carbene palladium (II)-pyridine (NHC-Pd (II)-Py) complex catalyzed heck reactions

A mild, efficient, and practical catalytic system for the synthesis of highly privileged stilbene pharmacophores is reported. This system uses N-heterocyclic carbene palladium (II) Pyridine (NHC-Pd (II)-Py) complex to catalyze the formation of carbon-carbon bonds between olefin derivatives and various bromide. This simple, gentle and user-friendly method can offer a variety of stilbene products in excellent yields under solvent-free condition. And its scale-up reaction has excellent yield and this system can be applied to industrial fields. The utility of this method is highlighted by its universality and modular synthesis of a series of bioactive molecules or important medical intermediates.