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4-Bromo-2,6-dimethylaniline is an organic compound that belongs to the class of aniline derivatives. It is characterized by the presence of a bromine atom at the 4-position and two methyl groups at the 2 and 6 positions of the aniline structure. 4-Bromo-2,6-dimethylaniline is known for its brown crystalline appearance and is widely utilized in the synthesis of various organic compounds and materials.

24596-19-8

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24596-19-8 Usage

Uses

1. Used in Pharmaceutical Industry:
4-Bromo-2,6-dimethylaniline is used as an intermediate for the synthesis of various pharmaceutical compounds. Its unique structure allows for the development of new drugs with potential therapeutic applications.
2. Used in Dye Industry:
In the dye industry, 4-Bromo-2,6-dimethylaniline is used as a starting material for the preparation of various dyes and pigments. Its ability to form brown crystals makes it a valuable component in the creation of colorants for different applications.
3. Used in Chemical Research:
4-Bromo-2,6-dimethylaniline is also utilized in chemical research as a building block for the synthesis of complex organic molecules. Its reactivity and structural features make it a versatile compound for exploring new chemical reactions and developing novel chemical entities.
4. Used in Material Science:
In the field of material science, 4-Bromo-2,6-dimethylaniline is employed in the preparation of advanced materials such as organic semiconductors, conductive polymers, and other functional materials. Its electronic properties and structural characteristics contribute to the development of innovative materials with enhanced performance.
5. Used in the Synthesis of Specific Compounds:
4-Bromo-2,6-dimethylaniline has been specifically used in the preparation of the following compounds:
a. 4-bromo-N-(1-(6-(1-isopropyl-1H-benzo[d]imidazol-2-yl)pyridin-2-yl)ethylidene)-2,6-dimethylbenzenamine
b. N-(4-Bromo-2,6-dimethylphenyl)-5-trimethylammoniumsalicylaldimine chloride
c. Ethynyl-functionalized persistent perylene diimide-multichromophore
These compounds have potential applications in various fields, including pharmaceuticals, dyes, and advanced materials, showcasing the versatility of 4-Bromo-2,6-dimethylaniline in chemical synthesis.

Check Digit Verification of cas no

The CAS Registry Mumber 24596-19-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,4,5,9 and 6 respectively; the second part has 2 digits, 1 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 24596-19:
(7*2)+(6*4)+(5*5)+(4*9)+(3*6)+(2*1)+(1*9)=128
128 % 10 = 8
So 24596-19-8 is a valid CAS Registry Number.
InChI:InChI=1/C8H10BrN/c1-5-3-7(9)4-6(2)8(5)10/h3-4H,10H2,1-2H3

24596-19-8 Well-known Company Product Price

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  • (Code)Product description
  • CAS number
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  • Detail
  • Alfa Aesar

  • (A10712)  4-Bromo-2,6-dimethylaniline, 98%   

  • 24596-19-8

  • 10g

  • 300.0CNY

  • Detail
  • Alfa Aesar

  • (A10712)  4-Bromo-2,6-dimethylaniline, 98%   

  • 24596-19-8

  • 25g

  • 725.0CNY

  • Detail
  • Alfa Aesar

  • (A10712)  4-Bromo-2,6-dimethylaniline, 98%   

  • 24596-19-8

  • 50g

  • 1183.0CNY

  • Detail
  • Alfa Aesar

  • (A10712)  4-Bromo-2,6-dimethylaniline, 98%   

  • 24596-19-8

  • 250g

  • 4728.0CNY

  • Detail

24596-19-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Bromo-2,6-dimethylaniline

1.2 Other means of identification

Product number -
Other names 4-amino-3,5-dimethylbromobenzene

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:24596-19-8 SDS

24596-19-8Relevant academic research and scientific papers

Preparation method of halogen-substituted alkylaniline

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Paragraph 0040-0042, (2020/05/02)

The invention relates to a preparation method of halogen-substituted alkylaniline, and particularly discloses a method for obtaining halogen-substituted alkylaniline by taking alkylaniline as a raw material to react with hydrobromic acid and hydrogen peroxide in a micro-channel reactor. According to the technical scheme, by adopting the modular micro-channel reaction device, the mass transfer andheat transfer efficiency is improved, and the method has the characteristics of simplicity and safety in operation, high yield and less three wastes, and is suitable for industrial production.

Asymmetric acyl-Mannich reaction of isoquinolines with α-(diazomethyl)phosphonate and diazoacetate catalyzed by chiral Br?nsted acids

Wu, Wei,Wang, Yan,Guo, Jing,Cai, Liu,Chen, Yuan,Huang, Yanmin,Peng, Yungui

supporting information, p. 11235 - 11238 (2020/10/06)

An efficient asymmetric acyl-Mannich reaction of isoquinolines with α-(diazomethyl)phosphonate and diazoacetate has been developed using chiral spiro phosphoric acids as catalysts. This reaction allowed the construction of a series of chiral 1,2-dihydroisoquinolines bearing a tertiary stereocenter at the C1 position with up to 98% yield and 99% ee.

Aryl halide and synthesis method and application thereof

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Paragraph 0085-0087, (2020/06/02)

The invention discloses a synthesis method of aryl halides (including aryl bromide shown as a formula (2) and aryl iodide shown as a formula (3)). All the systems are carried out in an air atmosphere,visible light is utilized to excite a substrate or a photosensitizer to catalyze the reaction; and in a reaction solvent, when aromatic hydrocarbon shown in the formula (1) and sodium bromide serve as raw materials, aryl bromide shown in the formula (2) is obtained through a reaction under the auxiliary action of an additive (protonic acid); or when aromatic hydrocarbon shown in the formula (1) and sodium iodide are used as raw materials, under the auxiliary action of an additive (protonic acid), aryl iodide shown in the formula (3) is obtained through reaction. The synthesis method has the advantages of cheap and accessible raw materials, simple reaction operation and mild reaction conditions. The method is compatible with the arylamine which is liable to be oxidized. The invention provides a new method for the synthesis of aryl halides, realizes the amplification of basic chemicals aryl halides including aryl bromide shown in the formula (2) and aryl iodide shown in the formula (3),and has wide application prospect and practical value.

Visible-light-promoted oxidative halogenation of (hetero)arenes

Jiang, Xuefeng,Li, Yiming,Lu, Lingling

supporting information, p. 5989 - 5994 (2020/10/18)

Organic halides are critical building blocks that participate in various cross-coupling reactions. Furthermore, they widely exist as natural products and artificial molecules in drugs with important physiological activities. Although halogenation has been well studied, to the best of our knowledge, studies focussing on sensitive systems (e.g.aryl amines) have not been reported. Herein, we describe a compatible oxidative halogenation of (hetero)arenes with air as the oxidant and halide ions as halide sources under ambient conditions (visible light, air, aqueous system, room temperature, and normal pressure). Moreover, this protocol is practically feasible for gram-scale synthesis, showing potential for industrial application.

PROCESS FOR PREPARING PROPYLENE COPOLYMERS COMPRISING C4-C12-ALPHA OLEFIN COMONOMER UNITS

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Page/Page column 59, (2020/01/10)

The present invention relates to a process for producing a copolymer of propylene, optionally ethylene, and at least one comonomer selected from alpha olefins having from 4 to 12 carbon atoms using a specific class of metallocene complexes in combination with a cocatalyst system comprising a boron containing cocatalyst and an aluminoxane cocatalyst, preferably in a multistage polymerization process including a gas phase polymerization step.

Novel cyclic bicarbodiimide compound and preparation method of novel cyclic bicarbodiimide compound

-

Paragraph 0039, (2017/08/29)

The invention relates to a novel cyclic bicarbodiimide compound (I) and a preparation method of the novel cyclic bicarbodiimide compound. Compared with monocarbodiimide, the novel cyclic bicarbodiimide compound has a higher molecular weight and a higher melting point; the disadvantage that the monocarbodiimide is easily transferred outward from compounds including polyester, polyurethane and like at high temperature is overcome; the anti-hydrolytic property of a material is improved; meanwhile, the defects that an existing bicarbodiimide compound is easily irregularly curled, easily forms a rubber state at room temperature and is not easy to crystallize and purify are overcome; the anti-hydrolytic effect is good and the bicarbodiimide compound has a good anti-hydrolytic property; the service life of a polyester material is improved; the bicarbodiimide compound can be used as an anti-hydrolytic stabilizer and is used for polyurethane and polyester elastomers, and especially can be used for photovoltaic industry, biodegradable materials and the like. The formula (I) is shown in the description.

Electrophilic aryl-halogenation using N-halosuccinimides under ball-milling

Bose, Anima,Mal, Prasenjit

supporting information, p. 2154 - 2156 (2015/03/18)

We report here a methodology of chemo- and regio-selective aryl bromination and iodination using respective N-halosuccinimides at room temperature in the absence of any solvents, catalyst/additives under ball-milling condition. However, for chlorination ceric ammonium nitrate was used as additive. The coupled product succinimide, produced from the reactions, was recycled via regeneration of NBS. This methodology works with the electron-donor substituted or unsubstituted arenes.

Efficient and Practical Oxidative Bromination and Iodination of Arenes and Heteroarenes with DMSO and Hydrogen Halide: A Mild Protocol for Late-Stage Functionalization

Song, Song,Sun, Xiang,Li, Xinwei,Yuan, Yizhi,Jiao, Ning

supporting information, p. 2886 - 2889 (2015/06/30)

An efficient and practical system for inexpensive bromination and iodination of arenes as well as heteroarenes by using readily available dimethyl sulfoxide (DMSO) and HX (X = Br, I) reagents is reported. This mild oxidative system demonstrates a versatile protocol for the synthesis of aryl halides. HX (X = Br, I) are employed as halogenating reagents when combined with DMSO which participates in the present chemistry as a mild and inexpensive oxidant. This oxidative system is amenable to late-stage bromination of natural products. The kilogram-scale experiment (>95% yield) shows great potential for industrial application.

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