870123-99-2

Basic information

• Product Name: N,N'-bis(2,6-dimethyl-4-bromophenyl)ethylenediamine
• Synonyms: N,N'-bis(2,6-dimethyl-4-bromophenyl)ethylenediamine
• CAS NO: 870123-99-2
• Molecular Weight: 426.194
• Mol File: 870123-99-2.mol

Chemical Properties

• CAS DataBase Reference: N,N'-bis(2,6-dimethyl-4-bromophenyl)ethylenediamine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N'-bis(2,6-dimethyl-4-bromophenyl)ethylenediamine(870123-99-2)
• EPA Substance Registry System: N,N'-bis(2,6-dimethyl-4-bromophenyl)ethylenediamine(870123-99-2)

Safety Data

• Hazardous Substances Data: 870123-99-2(Hazardous Substances Data)

Upstream product

• 101252-37-3 4-bromo-2,6-dimethylaniline hydrobromide 
• 24596-19-8 4-bromo-2,6-dimethylphenylamine 

Downstream Products

• 874184-69-7 1 ,3-bis(4-bromo-2,6-dimethylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride 

Relevant articles and documents

Redox-switchable phase tags for recycling of homogeneous catalysts

(Chemical Equation Presented) A homogeneous catalytic complex is tagged with two ferrocenyl groups to control its solubility properties by reversible switching between its neutral and dicationic states (see scheme). This approach is carried out on an olefin-metathesis catalyst and is shown to effectively switch its catalytic activity on and off; furthermore, efficient separation of the catalyst from the reaction products and subsequent recycling of the catalyst is possible.

A Macrocyclic Ruthenium Carbene for Size-Selective Alkene Metathesis

The synthesis of a macrocyclic Ru carbene catalyst for selective cross alkene metathesis is reported. The new catalyst showed different reactivity for various type 1 alkenes in homodimerization which correlated with the aggregrate size of the allylic substituent. The altered reactivity profile allowed for selective product formation in competition cross alkene metathesis between two different type 1 alkenes and tert-butyl acrylate. Selectivity in these reactions is attributed to the ability of the macrocyclic catalyst to differentiate alkenes based on their size. Two preparative examples of cross metathesis with the macrocyclic catalyst are also provided.

A highly active and recyclable homogeneous NHC-palladium catalyst with pH- and light-sensitive tags for the Suzuki-Miyaura coupling reactions of aryl halides with arylboronic acids

The design and synthesis of a stable, highly active, and recyclable homogeneous palladium catalyst for Suzuki-Miyaura coupling reactions is of great interest. A well-defined N-heterocyclic carbene (NHC) Pd(ii) complex with pH- and light-sensitive nitrobenzospiropyran (SP) tags has been synthesized in good yields via a series of simple steps. This complex is a homogeneous catalyst which has excellent reactivities for the Suzuki-Miyaura coupling of aryl bromides and aryl chlorides with arylboronic acids. Significantly, at a low loading (0.2 mol%), this catalyst has very good recyclability in an i-PrOH-H2O solvent system (1:1 v/v), under mild conditions. By making use of the pH- and light-sensitive SP tags, the catalyst can be recovered and reused seven times.

Switched stereocontrol in Grubbs - Hoveyda complex catalyzed ROMP utilizing proton-switched NHC ligands

Grubbs-Hoveyda and Grubbs III type complexes with ferrocenyl- or -NEt 2-substituted NHC ligands were synthesized according to standard procedures. The electron donation of the NHC ligands in the respective ruthenium complexes can be modulated by oxidation of the ferrocenyl moiety or by protonation of the amino group. The neutral and the respective cationic (oxidized or protonated) ruthenium complexes were tested in the ROMP of norbornene. The change in the electron donation of the NHC ligands upon protonation leads to a significant change in the double-bond geometry (from E/Z ratio = 0.78 to E/Z = 1.04) and in the microstructure of the resulting polynorbornene. Consequently, addition of acid and protonation of the living catalyst attached to the polymer chain during the polymerization reaction allows fine-tuning the E/Z ratio of the resulting polynorbornene.

Tuning the electronic properties of N-heterocyclic carbenes

The electron-donating properties of N-heterocyclic carbenes ([N,N′-bis(2,6-dimethylphenyl)imidazol]-2-ylidene and the respective dihydro ligands) with 4,4′-R-substituted aryl rings (4,4′-R = NEt2, OC12H25, Me, H, Br, S(4-t

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