396092-82-3

Basic information

• Product Name: 2-Bromo-4-dimethylaminopyridine
• Synonyms: 2-Bromo-4-dimethylaminopyridine;2-BroMo-N,N-diMethylpyridine-4-aMine;2-Bromo-N,N-dimethylpyridin-4-amine
• CAS NO: 396092-82-3
• Molecular Formula: C₇H₉BrN₂
• Molecular Weight: 201.06
• Product Categories: Heterocycle-Pyridine series
• Mol File: 396092-82-3.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 285.734°C at 760 mmHg
• Flash Point: 126.608°C
• Appearance: /
• Density: 1.469g/cm³
• Vapor Pressure: 0.003mmHg at 25°C
• Refractive Index: 1.593
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 2-Bromo-4-dimethylaminopyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromo-4-dimethylaminopyridine(396092-82-3)
• EPA Substance Registry System: 2-Bromo-4-dimethylaminopyridine(396092-82-3)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 396092-82-3(Hazardous Substances Data)

Usage

General Description

2-Bromo-4-dimethylaminopyridine is a chemical compound with the molecular formula C8H10BrN3. It is commonly used as a reagent in organic synthesis, particularly for the activation of carboxylic acids for amide bond formation. The presence of the bromine and dimethylamino groups make this compound a powerful nucleophilic catalyst. It is also used as a catalyst in the synthesis of pharmaceuticals and agrochemicals. Additionally, it has been studied for its potential applications in materials science, including the preparation of functionalized polymers and advanced materials. Overall, 2-Bromo-4-dimethylaminopyridine is a versatile and valuable chemical reagent in various fields of chemistry and materials science.

InChI:InChI=1/C7H9BrN2/c1-10(2)6-3-4-9-7(8)5-6/h3-5H,1-2H3

Upstream product

• 7598-35-8 2-bromo-4-aminopyridine 
• 74-88-4 methyl iodide 
• 22918-01-0 2-bromo-4-chloropyridine 
• 124-40-3 dimethyl amine 
• 108-01-0 2-(N,N-dimethylamino)ethanol 
• 58530-53-3 2,4-dibromopyridine 
• 1122-58-3 dmap 

Downstream Products

• 1261616-80-1 N,N-dimethyl-2-(4-phenyl-1H-imidazol-1-yl)-pyridin-4-amine 
• 441072-26-0 2-(2,4-difluorophenyl)-4-N,N-dimethylaminopyridine 
• 1421748-76-6 1-(3,5-bis(trifluoromethyl)phenyl)-3-((1R,2R)-2-((4-(dimethylamino)pyridin-2-yl)amino)cyclohexyl)thiourea 
• 1416450-11-7 N²,N²'-((1R,2R)-cyclohexane-1,2-diyl)bis(N⁴,N⁴-dimethylpyridine-2,4-diamine) 
• 1421748-66-4 C₁₄H₂₄N₄O₂S 
• 1421748-67-5 C₁₄H₂₁F₃N₄O₂S 
• 1421748-68-6 C₂₀H₂₈N₄O₂S 
• 1421748-69-7 C₂₂H₃₂N₄O₂S 
• 1421748-70-0 C₂₈H₄₄N₄O₂S 
• 1421748-71-1 C₂₂H₃₁N₅O₄S 
• 1421748-72-2 C₂₈H₄₃N₅O₄S 
• 1421748-73-3 C₂₃H₃₆N₄O₃S 
• 1421748-74-4 C₂₃H₃₈N₄O₃S 
• 1421748-75-5 C₂₇H₄₂N₄O₃S 

Relevant articles and documents

Photophysical and electroluminescence properties of bis(2′,6′-difluoro-2,3′-bipyridinato-N,C4′)iridium(picolinate) complexes: effect of electron-withdrawing and electron-donating group substituents at the 4′ position of the pyridyl moiety of the cyclometalated ligand

Herein, we have synthesized a series of 2′,6′-difluoro-2,3′-bipyridine cyclometalating ligands by substituting electron-withdrawing (-CHO, -CF3, and -CN) and electron-donating (-OMe and -NMe2) groups at the 4′ position of the pyridyl moiety and utilized them for the construction of five new iridium(iii) complexes (Ir1-Ir5) in the presence of picolinate as an ancillary ligand. The photophysical properties of the developed iridium(iii) compounds were investigated with a view to understand the substituent effects. The strong electron-withdrawing (-CN) group containing the iridium(iii) compound (Ir3) exhibits highly efficient genuine green phosphorescence (λmax = 508 nm) at room temperature in solution and in thin film, with an excellent quantum efficiency (ΦPL) of 0.90 and 0.98, respectively. On the other hand, the -CF3 group substituted iridium(iii) compound (Ir2) displays a sky-blue emission (λmax = 468 nm) with a promising quantum efficiency (ΦPL = 0.88 and 0.84 in solution and in thin film, respectively). The -CHO substituted iridium(iii) complex (Ir1) showed greenish-yellow emission (λmax = 542 nm). Most importantly, the strong electron-donating -NMe2 substituted iridium(iii) complex (Ir5) gives a structureless and a broad emission profile in the wavelength region 450 to 700 nm (λmax = 520 nm) with a poor quantum efficiency. An intense blue phosphorescence with impressive quantum efficiency, especially in thin-film noted in the case of the -OMe substituted iridium(iii) complex (Ir4). Comprehensive density functional theory (DFT) and time-dependent DFT (TD-DFT) approaches have been performed on the ground and excited states of the synthesized iridium(iii) complexes, in order to obtain information about the absorption and emission processes and to gain deeper insights into the photophysical properties. The combinations of a smaller ΔES1-T1 and higher contribution of 3MLCT in the emission process result in the higher quantum yields and lifetime values for complexes Ir1-Ir3. Multi-layered Phosphorescent Organic Light Emitting Diodes (PhOLEDs) were designed using the phosphorescent dopants Ir2, Ir3 and Ir4 and their elecroluminescence properties were evaluated. Compound Ir4 at a doping level of 5 wt% shows the best performance with an external quantum efficiency of 4.7%, in the nonoptimized device, and a power efficiency of 5.8 lm W-1, together with a true-blue chromacity CIEx,y = 0.15, 0.17 recorded at the maximum brightness of 33 180 cd m-2.

First direct C-2-lithiation of 4-DMAP. Convenient access to reactive functional derivatives and ligands

The first direct α-lithiation of 4-DMAP has been peformed via reaction with the BuLi-Me2N(CH2)2-OLi (BuLi-LiDMAE) reagent. This new methodology avoids the use of a activation-lithiation-regeneration sequence or halogen-met

Structure-Activity Relationships of Radioiodinated 6,5,6-Tricyclic Compounds for the Development of Tau Imaging Probes

Tau aggregate, which is the main component of the neurofibrillary tangle, is an attractive imaging target for diagnosing and monitoring the progression of Alzheimer's disease (AD). In this study, we designed and synthesized six radioiodinated 6,5,6-tricyc

Modifying Emission Spectral Bandwidth of Phosphorescent Platinum(II) Complexes Through Synthetic Control

The design, synthesis, and characterization of a series of tetradentate cyclometalated Pt(II) complexes are reported. The platinum complexes have the general structure Pt(ppz-O-CbPy-R), where a tetradentate cyclometalating ligand is consisting of ppz (3,5