202277-65-4

Basic information

• Product Name: 2,3-Bis(2,4,6-trimethylphenylimino)butane
• Synonyms: 2,3-Bis(2,4,6-trimethylphenylimino)butane;N,N'-Bis(2,4,6-trimethylphenyl)-1,2-bis(methyl)ethanediimine;N,N'-Bis(2,4,6-trimethylphenyl)butane-2,3-diimine;N,N'-Dimesityl-2,3-butanediimine
• CAS NO: 202277-65-4
• Molecular Formula: C₂₂H₂₈N₂
• Molecular Weight: 320.47112
• Mol File: 202277-65-4.mol
• Article Data: 10

Chemical Properties

• Melting Point: 187.4-188.2℃
• Appearance: /
• CAS DataBase Reference: 2,3-Bis(2,4,6-trimethylphenylimino)butane(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-Bis(2,4,6-trimethylphenylimino)butane(202277-65-4)
• EPA Substance Registry System: 2,3-Bis(2,4,6-trimethylphenylimino)butane(202277-65-4)

Safety Data

• Hazardous Substances Data: 202277-65-4(Hazardous Substances Data)

Usage

Synonym

Tetradentate Schiff base ligand

Type

Synthetic compound

Class

Schiff bases

Formation

Reaction of 2,3-diaminobutane with 2,4,6-trimethylbenzaldehyde

Applications

Coordination chemistry
Catalysis
Materials science
Organic synthesis
Medicinal chemistry
Antimicrobial properties
Antioxidant properties

Structure

Stable and rigid

Metal ion chelation

Ability to form stable complexes with various transition metal ions

Upstream product

• 431-03-8 dimethylglyoxal 
• 88-05-1 2,4,6-trimethylaniline 

Downstream Products

• 404373-45-1 ((2,4,6-Me₃C₆H₂)N=C(Me)C(Me)=N(2,4,6-Me₃C₆H₂))PtMe₂ 
• 565468-75-9 (CH₃)5C₅IrCl(2,4,6-Me₃C₆H₂)NCMeCMeN(2,4,6-Me₃C₆H₂)Cl 
• 502640-68-8 [(2,4,6-(methyl)3C₆H₂)NC(methyl)C(methyl)N(2,4,6-(methyl)3C₆H₂)]Rh(CO)I 
• 917925-92-9 [(2,4,6-Me₃C₆H₂)N=C(Me)-C(Me)=N(2,4,6-Me₃C₆H₂)]Ni(PhCCPh) 
• 917925-91-8 [Ni((2,4,6-Me₃C₆H₂)N=C(Me)C(Me)=N(2,4,6-Me₃C₆H₂))(1,5-cyclooctadiene)] 
• 917925-89-4 [(2,4,6-Me₃C₆H₂)N=C(Me)-C(Me)=N(2,4,6-Me₃C₆H₂)]2Ni 
• 884842-78-8 [2,4,6-(CH₃)3-C₆H₂NC(CH₃)C(CH₃)NC₆H₂-2,4,6-(CH₃)3]MoCl₂ 
• 943985-42-0 [CrCl₂(MeCN(2,4,6-(CH₃)3C₆H₂))2] 
• 881910-75-4 Ph₂Pt((2,4,6-Me₃C₆H₂)-N=C(Me)-C(Me)=N-(2,4,6-Me₃C₆H₂)) 
• 887777-00-6 (2,4,6-Me₃-C₆H₂NC(Me)C(Me)NC₆H₂-2,4,6-Me₃)WCl₂ 
• 952594-40-0 [dichloro(1,4-di(o,o',p-trimethylphenyl)-2,3-dimethyl-1,4-diaza-1,3-butadiene)cobalt(II)] 
• 1013942-88-5 [CoI₂(1,4-bis(o,o',p-Me₃C₆H₂)-2,3-dimethyl-1,4-diaza-1,3-butadiene)] 
• 1146217-65-3 C₂₃H₃₄N₂ 
• 502640-82-6 [(2,4,6-(methyl)3C₆H₂)NC(methyl)C(methyl)N(2,4,6-(methyl)3C₆H₂)]Rh(COCH₃)I₂ 

Relevant articles and documents

Sterically hindered diazabutadienes (DABs): Competing reaction pathways with MeLi

Treatment of N,N′-bis(2,6-diisopropylphenyl)-1,4-diaza-2,3-dimethyl- 1,3-butadiene with MeLi results in carbon-carbon bond formation and selective reduction of one of the imine arms to give the N-lithiated salt of the imine/amine, N,N′-bis(2,6-diisopropyl

A more sustainable and efficient access to IMes·HCl and IPr·HCl by ball-milling

Herein is described a mechanochemical one-pot two-step procedure giving access to various NHC (N-heterocyclic carbene) precursors. This original approach enabled the production of the widely used IPr·HCl, IMes·HCl, Io-Tol·HCl and ICy·HCl in much better yields than conventional solvent-based procedures, while the environmental impact was drastically reduced.

Electrophilic RhI catalysts for arene H/D exchange in acidic media: Evidence for an electrophilic aromatic substitution mechanism

A series of new rhodium (I) complexes supported by bidentate nitrogen-donor ligands with varying electronic and steric properties were synthesized in situ and evaluated for catalytic arene C–H/D activation. In trifluoroacetic acid (HTFA), these complexes are proposed to mediate H/D exchange of arene C–H/D bonds by an electrophilic aromatic substitution mechanism that involves Rh-mediated activation of HTFA (or DTFA). DFT calculations support the proposed pathway for the H/D exchange reactions.