2052-06-4

Basic information

• Product Name: 4-BROMO-N,N-DIETHYLANILINE
• Synonyms: p-N,Nddiethylaniline;1-Bromo-4-(diethylamino)benzene;N,N-Diethyl-4-bromoaniline;N,N-Diethyl-4-bromobenzenamine;(4-bromophenyl)-diethyl-amine;4-(Diethylamino)bromobenzene;N-(4-Bromophenyl)diethylamine;4-Bromo-N,N-diethylaniline
• CAS NO: 2052-06-4
• Molecular Formula: C₁₀H₁₄BrN
• Molecular Weight: 228.13
• EINECS: 218-140-8
• Product Categories: Amines;C9 to C10;Nitrogen Compounds
• Mol File: 2052-06-4.mol
• Article Data: 46

Chemical Properties

• Melting Point: 32-33 °C(lit.)
• Boiling Point: 269-271°C
• Flash Point: >230 °F
• Appearance: /
• Density: 1.291
• Vapor Pressure: 0.00702mmHg at 25°C
• Refractive Index: 1.5870 (estimate)
• Storage Temp.: 0-10°C
• PKA: 5.82±0.32(Predicted)
• Water Solubility: Insoluble in water.
• Sensitive: Light Sensitive
• BRN: 2803424
• CAS DataBase Reference: 4-BROMO-N,N-DIETHYLANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BROMO-N,N-DIETHYLANILINE(2052-06-4)
• EPA Substance Registry System: 4-BROMO-N,N-DIETHYLANILINE(2052-06-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 36/37/39
• WGK Germany: 3
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 2052-06-4(Hazardous Substances Data)

Usage

Description

4-BROMO-N,N-DIETHYLANILINE is an organic compound that serves as a crucial intermediate in the synthesis of various organic compounds, pharmaceuticals, agrochemicals, and dyes. It is characterized by its bromine atom attached to a diethylaniline structure, which contributes to its reactivity and versatility in chemical reactions.

Uses

Used in Organic Synthesis:
4-BROMO-N,N-DIETHYLANILINE is used as a key intermediate for the production of various organic compounds. Its unique structure allows for a wide range of reactions, making it a valuable building block in the synthesis of complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-BROMO-N,N-DIETHYLANILINE is used as a starting material for the development of new drugs. Its chemical properties enable the creation of diverse drug candidates with potential therapeutic applications.
Used in Agrochemicals:
4-BROMO-N,N-DIETHYLANILINE is utilized as a raw material in the production of agrochemicals, such as pesticides and herbicides. Its incorporation into these products can enhance their effectiveness in controlling pests and weeds in agricultural settings.
Used in Dyestuff Industry:
In the dyestuff industry, 4-BROMO-N,N-DIETHYLANILINE is employed as an intermediate for the synthesis of various dyes. Its presence in these dyes can contribute to their color intensity and stability, making it an essential component in the production of high-quality dyes.

Synthesis Reference(s)

Synthetic Communications, 16, p. 1641, 1986 DOI: 10.1080/00397918608056422

InChI:InChI=1/C10H14BrN/c1-3-12(4-2)10-7-5-9(11)6-8-10/h5-8H,3-4H2,1-2H3

Upstream product

• 106-37-6 1.4-dibromobenzene 
• 816-43-3 lithium diethylamide 
• 67-64-1 acetone 
• 91-66-7 N,N-diethylaniline 
• 1066-87-1 (N,N-diethylamino)tributyltin 
• 96-10-6 diethylaluminium chloride 
• 106-40-1 4-bromo-aniline 
• 109-89-7 diethylamine 
• 67-66-3 chloroform 
• 7726-95-6 bromine 
• 75-03-6 ethyl iodide 
• 347-46-6 4-(N,N-diethylamino)benzenediazonium tetrafluoroborate 
• 61582-64-7 N,N-diethyl-O-benzoylhydroxylamine 
• 183677-71-6 2-(4-bromophenyl)-5,5-dimethyl-1,3,2-dioxaborinane 

Downstream Products

• 56542-00-8 bis-(4-diethylamino-phenyl)-mercury 
• 53104-12-4 N-tert-Butyl-N-(4-diethylamino-phenyl)-hydroxylamine 
• 5429-28-7 4-(diethylamino)benzoic acid 
• 18096-82-7 trans-4-pyridine 
• 88799-19-3 4-Brom-N,N-diethyl-N-methylanilinium-bromid 
• 586-77-6 4-bromo-N,N-dimethylaniline 
• 64230-27-9 2,4-dibromo-N,N-dimethylaniline 
• 73557-58-1 2,4-dibromo-N-methylaniline 
• 81090-52-0 2,4-dibromo-N,N-diethylaniline 
• 88799-14-8 (4-Bromo-phenyl)-diethyl-amine; compound with bromine 
• 313746-81-5 4-diethylamino-phenylboric acid 
• 307926-99-4 4-diethylamino-4'-morpholinotriphenylmethanol 
• 307926-98-3 4-diethylamino-4'-piperidinotriphenylmethanol 
• 307926-97-2 4-diethylamino-4'-pyrrolidinotriphenylmethanol 

Relevant articles and documents

Highly Active Ni Nanoparticles on N-doped Mesoporous Carbon with Tunable Selectivity for the One-Pot Transfer Hydroalkylation of Nitroarenes with EtOH in the Absence of H2

Cost-effective and environmentally friendly conversion of nitroarenes into value-added products is desirable but still challenging. In this work, highly dispersed Ni nanoparticles (NPs) supported on N-doped mesoporous carbon (Ni/NC-x) were synthesized via novel ion exchange-pyrolysis strategy. Their catalytic performance was investigated for one-pot transfer hydroalkylation of nitrobenzene (NB) with EtOH in absence of H2. Interestingly, the catalytic performance could be easily manipulated by tuning the morphology and electronic state of Ni NPs via varying the pyrolysis temperature. It was found that the Ni/NC-650 achieved 100 % nitrobenzene conversion and approx. 90 % selectivity of N,N-diethyl aniline at 240 °C for 5 h, more active than those of homogeneous catalysts or supported Ni catalysts prepared by impregnation (Ni/NC-650-IM, Ni/SiO2). This can be ascribed to the higher dispersion and better reducibility as well as richer surface basicity of the catalyst. More interestingly, the Ni/NC-650 catalyst achieved complete conversion of various nitroarenes, yielding imines, secondary amines, or tertiary amines selectively by simply controlling the reaction temperature at 180, 200 and 240 °C, respectively. The one-pot hydrogen-free process with non-noble metal catalysts, as demonstrated in this work, shows great promise for selective conversion of nitroarenes with ethanol to various anilines at industrial scale, from an economic, environmental, and safety viewpoint.

A quinone-based ionic compound, a method for producing the same, transparent near infrared ray shielding film containing the quinone-based ionic compound and a method for producing the same

The present invention relates to a quinoid-based ionic compound, a method for preparing the same, and a near-infrared ray-blocking film comprising the quinoid-based ionic compound. According to the present invention, the quinoid-based ionic compound can efficiently block a near-infrared ray due to high transmittance in a visible ray region and high absorbance in a near-infrared ray region, can be easily prepared into a thin film due to high solubility in an organic solvent, and can maintain high heat-resistant and high moisture-resistant properties in a thin film state for a long time due to excellent affinity with a polymer. The near-infrared ray-blocking film containing the quinoid-based ionic compound is suitable for being applied to a protective film for protecting electronic devices, and can be used as an insulating film or a light energy absorbing layer.(AA) Example 1-1(BB) Example 1-2(CC) Comparative Example 1-1COPYRIGHT KIPO 2020

A Catalyst-Free Amination of Functional Organolithium Reagents by Flow Chemistry

Reported is the electrophilic amination of functional organolithium intermediates with well-designed aminating reagents under mild reaction conditions using flow microreactors. The aminating reagents were optimized to achieve efficient C?N bond formation without using any catalyst. The electrophilic amination reactions of functionalized aryllithiums were successfully conducted under mild reaction conditions, within 1 minute, by using flow microreactors. The aminating reagent was also prepared by the flow method. Based on stopped-flow NMR analysis, the reaction time for the preparation of the aminating reagent was quickly optimized without the necessity of work-up. Integrated one-flow synthesis consisting of the generation of an aryllithium, the preparation of an aminating reagent, and their combined reaction was successfully achieved to give the desired amine within 5 minutes of total reaction time.