3213-79-4

Usage

Uses

Used in Dye Production:
N,N-dimethylbenzene-1,2-diamine is utilized as a dye intermediate for the manufacturing of hair dyes, textile dyes, and photographic developers. Its chemical structure allows for the creation of a wide range of colorants, making it a valuable component in the dye industry.
Used in Polymer Industry:
In the polymer industry, N,N-dimethylbenzene-1,2-diamine serves as a curing agent in epoxy resin formulations. Its ability to react with epoxy resins enhances the curing process, leading to improved material properties such as hardness and durability.
Used in Pharmaceutical Production:
N,N-dimethylbenzene-1,2-diamine is also employed in the production of pharmaceuticals, where it contributes to the synthesis of various medicinal compounds. Its reactivity and functional groups make it suitable for use in the development of new drugs.
Used in Rubber Chemicals and Antioxidants Production:
Furthermore, N,N-dimethylbenzene-1,2-diamine finds application in the production of rubber chemicals and antioxidants. Its presence in these products helps to improve the stability and performance of rubber materials, extending their service life and resistance to degradation.
Safety Considerations:
It is crucial to handle N,N-dimethylbenzene-1,2-diamine with care due to its potential to cause skin and eye irritation upon contact. Adequate safety measures should be taken during its use to minimize health risks.

Upstream product

• 67-56-1 methanol 
• 2050-85-3 N,N'-(o-phenylene)di(acetamide) 
• 59103-37-6 1,3-bis-chloromethyl-1,3-dihydro-benzoimidazol-2-one 
• 29627-62-1 N,N’-dimethyl-N,N’-di(p-toluenesulfonyl)-o-phenylenediamine 
• 7181-87-5 1,3-dimethylbenzimidazolium Iodide 
• 24351-24-4 2-ethyl-1,3-dimethyl-benzimidazolium; iodide 
• 23708-47-6 1,4-bis(bromomagnesium)butane 
• 3653-05-2 N,N’-dimethyl-2-phenyl-benzo[d]imidazolium iodide 
• 3805-38-7 1,2,3-trimethylbenzimidazolium iodide 
• 78465-92-6 2-Benzyl-1,3-dimethyl-3H-benzoimidazol-1-ium; iodide 
• 7647-01-0 hydrogenchloride 
• 6324-13-6 2-(ethoxycarbonylamino-phenyl)-carbamic acid ethyl ester 
• 865-47-4 potassium tert-butylate 
• 95-54-5 1,2-diamino-benzene 

Downstream Products

• 35975-04-3 1,2-bis(N-benzoyl-N-methylamino)benzene 
• 4600-12-8 1,3-Dimethyl-2-phenyl-2,3-dihydro-1H-1,3,2-benzodiaza-phosphol-2-sulfid 
• 59901-84-7 1,3-dimethyl-2-phenyl-2,3-dihydro-1H-benzo[1,3,2]diazaphosphole 
• 4602-11-3 1,3-dimethyl-2-phenyl-2,3-dihydro-1H-benzo[1,3,2]diazaphosphole 2-oxide 
• 53454-27-6 2-(4-chloro-3-methyl-phenoxy)-1,3-dimethyl-2,3-dihydro-1H-benzo[1,3,2]diazaphosphole 2-oxide 
• 28249-41-4 1,3-dimethyl-2-(3-nitro-phenyl)-2,3-dihydro-1H-benzo[1,3,2]diazaborole 
• 75861-16-4 1,3-dimethyl-2-(4-nitro-phenoxy)-2,3-dihydro-1H-benzo[1,3,2]diazaphosphole 2-oxide 
• 102739-80-0 C₂₀H₃₀N₄O 
• 100672-38-6 2-(4-methylphenyl)-1,3-dimethyl-benzimidazoline 
• 3652-96-8 2-(4-chloro-phenyl)-1,3-dimethyl-2,3-dihydro-1H-benzoimidazole 
• 3652-95-7 2-(2-chloro-phenyl)-1,3-dimethyl-2,3-dihydro-1H-benzoimidazole 
• 3652-97-9 1,3-dimethyl-2-(3-nitro-phenyl)-2,3-dihydro-1H-benzoimidazole 
• 3652-98-0 2-(4-nitrophenyl)-1,3-dimethyl-benzimidazoline 
• 54825-26-2 2-(4-methoxyphenyl)-1,3-dimethyl-benzimidazoline 

Relevant academic research and scientific papers

Radical cations of 1,2-bis(dialkylamino)benzenes: Restricted rotation about the C-NMe2 bond

The 1,2-bis(dialkylamino)benzene radical cations 2a-c.+ were generated by oxidation of the parent compounds with iodine or lead tetraacetate. ESR and ENDOR studies of 2a.+ and 2b.+ gave evidence of a restricted rotation about the C-NMe2 bond; based on the results of 2c.+ the different N-methyl proton splittings in 2a++ and 2b.+ were assigned to the exo and endo N-methyl groups.

Compound and preparation method thereof, and application of compound as n-type dopant

The invention provides a compound and a preparation method thereof, and application of the compound as an n-type dopant. The structural formula of the compound is shown as a formula (I) which is described in the specification. The compound can be used as

BORYLIMIDE CATALYSTS

The present invention provides a borylimide catalyst and further relates to compositions comprising the borylimide catalysts and processes for the polymerisation of olefins (e.g. ethylene) using the borylimide catalysts or the compositions comprising the

Revealing the unusual role of bases in activation/deactivation of catalytic systems: O-NHC coupling in M/NHC catalysis

Numerous reactions are catalyzed by complexes of metals (M) with N-heterocyclic carbene (NHC) ligands, typically in the presence of oxygen bases, which significantly shape the performance. It is generally accepted that bases are required for either substrate activation (exemplified by transmetallation in the Suzuki cross-coupling), or HX capture (e.g. in a variety of C-C and C-heteroatom couplings, the Heck reaction, C-H functionalization, heterocyclizations, etc.). This study gives insights into the behavior of M(ii)/NHC (M = Pd, Pt, Ni) complexes in solution under the action of bases conventionally engaged in catalysis (KOH, NaOH, t-BuOK, Cs2CO3, K2CO3, etc.). A previously unaddressed transformation of M(ii)/NHC complexes under conditions of typical base-mediated M/NHC catalyzed reactions is disclosed. Pd(ii) and Pt(ii) complexes widely used in catalysis react with the bases to give M(0) species and 2(5)-oxo-substituted azoles via an O-NHC coupling mechanism. Ni(NHC)2X2 complexes hydrolyze in the presence of aqueous potassium hydroxide, and undergo the same O-NHC coupling to give azolones and metallic nickel under the action of t-BuOK under anhydrous conditions. The study reveals a new role of NHC ligands as intramolecular reducing agents for the transformation of M(ii) into ligandless M(0) species. This demonstrates that the disclosed base-mediated O-NHC coupling reaction is integrated into the catalytic M/NHC systems and can define the mechanism of catalysis (molecular M/NHC vs. NHC-free cocktail-type catalysis). A proposed mechanism of the revealed transformation includes NHC-OR reductive elimination, as implied by a series of mechanistic studies including 18O labeling experiments.

Well-Defined Phosphine-Free Iron-Catalyzed N-Ethylation and N-Methylation of Amines with Ethanol and Methanol

An iron(0) complex bearing a cyclopentadienone ligand catalyzed N-methylation and N-ethylation of aryl and aliphatic amines with methanol or ethanol in mild and basic conditions through a hydrogen autotransfer borrowing process is reported. A broad range of aromatic and aliphatic amines underwent mono- or dimethylation in high yields. DFT calculations suggest molecular hydrogen acts not only as a reducing agent but also as an additive to displace thermodynamic equilibria.

Carbon–carbon bond formation via benzoyl umpolung attained by photoinduced electron-transfer with benzimidazolines

A photoreaction between benzoyl compounds, such as benzoylformate derivatives, and 2-(p-anisyl)-1,3-dimethylbenzimidazoline in the presence of allyl bromide was found to give various allylated alcohols. In the reaction of benzoylformates, α-hydroxy ester enolates, for which the negative charge occurs on the carbonyl carbon of benzoyl (umpolung reactivity), are proposed to be generated as intermediates by electron-transfer from benzimidazolines to the photoexcited benzoylformates; these species react with allyl bromide to produce α-allyl-α-hydroxy esters.

The iridium-catalyzed synthesis of symmetrically and unsymmetrically alkylated diamines under mild reaction conditions

An iridium catalyst - stabilized by an anionic P,N ligand - was used for the symmetrical and unsymmetrical monoalkylation of para-, meta-, and ortho-benzenediamines. Benzyl and aliphatic alcohols were used as alkylating reagents. 28 derivatives were synthesized. 14 of them are new compounds. Furthermore, the alkylation of the pharmacological important diamine Dapson (dapsone) is described. 14 dapsone derivatives were synthesized among them 9 new compounds. Copyright

Sustainable synthesis of diverse privileged heterocycles by palladium-catalyzed aerobic oxidative isocyanide insertion

Heterocycles containing a guanidine moiety are of great importance in medicinal chemistry (Scheme 1).[1] As a result, several methods for the synthesis of these "privileged scaffolds" have been reported.[2, 3] Classical approaches, such as the addition of diamines to isothiocyanates followed by condensation and the coupling of diamines with cyanogen bromide,[2, 4] have some clear limitations, such as the availability and toxicity of reagents. Moreover, these procedures suffer from poor atom and/or step efficiency, thus making them unattractive from a sustainability point of view.

Titanium and zirconium complexes of robust salophan ligands. Coordination chemistry and olefin polymerization catalysis

The synthesis of [ONNO]-type robust Salophan ligands featuring tertiary nitrogen donors is described for the first time. By varying the substitution pattern on the aromatic bridge and on the phenolate rings, four ligands possessing a broad scope of electr

Polycyclic α-amino-ε-caprolactams and related compounds

Disclosed are polycyclic α-amino-ε-caprolactams and related compounds which are useful as synthetic intermediates in the preparation of inhibitors of β-amyloid peptide release and/or its synthesis.