698-00-0

Basic information

• Product Name: 2-BROMO-N,N-DIMETHYLANILINE
• Synonyms: Benzenamine, 2-bromo-N,N-dimethyl-;O-BROMO-N,N'-DIMETHYLANILINE;O-BROMO-N,N-DIMETHYLANILINE;2-BROMO-N,N-DIMETHYLANILINE;n,n-dimethyl-2-bromoaniline;2-Bromo-N,N-dimethylaniline, 98+%;2-bromo-N,N-dimethylbenzenamine;(2-bromophenyl)-dimethyl-amine
• CAS NO: 698-00-0
• Molecular Formula: C₈H₁₀BrN
• Molecular Weight: 200.08
• EINECS: -0
• Product Categories: Amines;C8;Nitrogen Compounds
• Mol File: 698-00-0.mol
• Article Data: 26

Chemical Properties

• Boiling Point: 108°C 14mm
• Flash Point: 108°C/14mm
• Appearance: /
• Density: 1.388
• Vapor Pressure: 0.0843mmHg at 25°C
• Refractive Index: 1.5745
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 4.40±0.18(Predicted)
• BRN: 2205741
• CAS DataBase Reference: 2-BROMO-N,N-DIMETHYLANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-N,N-DIMETHYLANILINE(698-00-0)
• EPA Substance Registry System: 2-BROMO-N,N-DIMETHYLANILINE(698-00-0)

Safety Data

• Hazard Codes: Xi,N,T
• Statements: 36/37/38-42/43-50/53-40-36-33-23/24/25
• Safety Statements: 26-36-61-60-36/37
• RIDADR: 2810
• WGK Germany: 3
• HazardClass: IRRITANT
• PackingGroup: Ⅲ
• Hazardous Substances Data: 698-00-0(Hazardous Substances Data)

Usage

Chemical Properties

Light yellow liquid

Uses

Different sources of media describe the Uses of 698-00-0 differently. You can refer to the following data:
1. 2-Bromo-N,N-dimethylaniline may be used in the synthesis of the following:bis[(2-dimethylamino)phenyl]amine via a multi-step reaction procedure2-(N,N-dimethylaminophenyl)-bis(diethylamino)phosphine6-[2-(dimethylamino)phenyl]-2,2-bipyridine obtained via lithiation followed by reaction with 2,2-bipyridine1-(2′-(dimethylamino)phenyl)-2-diphenylphosphino-3-methylimidazolium trifluoromethanesulfonate via a multi-step reaction procedure
2. suzuki reaction

InChI:InChI=1/C8H10BrN/c1-10(2)8-6-4-3-5-7(8)9/h3-6H,1-2H3

Upstream product

• 121-69-7 N,N-dimethyl-aniline 
• 50-00-0 formaldehyd 
• 577-19-5 2-nitrophenyl bromide 
• 124-38-9 carbon dioxide 
• 615-36-1 2-bromoaniline 
• 64-18-6 formic acid 
• 28611-39-4 4-(dimethylamino)benzene-boronic acid 
• 698-02-2 N,N-dimethyl-o-iodoaniline 
• 156054-91-0 1-(2-dimethylaminophenyl)propanol 
• 74-88-4 methyl iodide 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 34874-64-1 N,N-diethyl-N',N'-dimethyl-m-phenylenediamine 
• 100716-11-8 trans-4'-Nitro-3-brom-4-dimethylamino-azobenzol 
• 112931-22-3 o-dimethylaminophenyl methyl selenide 
• 139778-28-2 o-(Dimethylamino)phenyl hydrogen sulfate 
• 698-02-2 N,N-dimethyl-o-iodoaniline 
• 90421-10-6 (2-(dimethylamino)phenyl)magnesium bromide 
• 27395-16-0 (o-dimethylaminophenyl)dimethylstibine 
• 79189-45-0 tris(o-dimethylaminophenyl)stibine 
• 198204-40-9 tris[2-(dimethylamino)phenyl]methoxygermane 
• 41652-86-2 N,N-dimethyl-2-(2-propenyl)benzenamine 
• 100-66-3 methoxybenzene 
• 121-69-7 N,N-dimethyl-aniline 
• 108-88-3 toluene 
• 1177408-11-5 [2-(dimethylamino)phenyl](quinolin-2-yl)methanone 

Relevant articles and documents

Dirhodium-Catalyzed Chemo-and Site-Selective C-H Amidation of N, N-Dialkylanilines

A method for dirhodium-catalyzed C(sp 3)-H amidation of N, N-dimethylanilines was developed. Chemoselective C(sp 3)-H amidation of N-methyl group proceeded exclusively in the presence of C(sp 2)-H bonds of the electron-rich aromatic ring. Site-selective C(sp 3)-H amidation proceeded exclusively at the N-methyl group of N-methyl-N-Alkylaniline derivatives with secondary, tertiary, and benzylic C(sp 3)-H bonds α to a nitrogen atom.

Synergistic catalysis of Cu+/Cu0 for efficient and selective N-methylation of nitroarenes with para-formaldehyde

In this paper, an inexpensive heterogeneous copper nanoparticles catalyst derived from CuAl-layered double hydroxide via an in situ topotactic transformation process was developed. Cu nanoparticles with uniform size were homogeneously dispersed on amorphous Al2O3 with strong metal-support interaction. Characterization results reveals that the Cu0 and Cu+ were simultaneously formed with Cu+ species as the dominant sites on the surface during the reduction process. The resultant catalyst Cu/Al2O3 demonstrates high catalytic activity, selectivity and durability for the reductive N-methylation of easily available nitroarenes in a cost-efficient, environmentally friendly and cascade manner. A broad spectrum of nitroarenes could be efficiently N-methylated to their corresponding N,N-dimethyl amines with good compatibility of various functional groups. The protocol is also applicable for the late-stage functionalization of biologically and pharmaceutically active nitro molecules. A structure-function relationship discloses that Cu0 and Cu+ sites on the surface pronouncedly boosts the reaction efficiency in a synergistic manner, in which Cu0 could facilitate H2 production and N-methylation of anilines, while Cu+ is considerably more active and participates in the overall process of the selective N-methylation of nitroarenes. Moreover, the catalyst also showed a strong stability and could be easily separated for successive reuses without an appreciable loss in activity and selectivity.

2-[(2-dimethylaminophenyl)(phenyl)phosphino]-N,N-dimethylaniline copper iodide complex and synthesis method thereof

The invention relates to a 2-[(2-dimethylaminophenyl)(phenyl)phosphino]-N,N-dimethylaniline copper iodide complex and a synthesis method and the application thereof. The synthesis method comprises thefollowing steps: firstly, enabling 2-bromoaniline and m