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4-Bromo-2,3-dimethylaniline, also known as 2,3-dimethyl-4-bromoaniline, is a chemical compound with the molecular formula C8H10BrN. It is a derivative of aniline, featuring bromine and methyl groups attached at the 4 and 2,3 positions, respectively. 4-BROMO-2,3-DIMETHYLANILINE is recognized for its role as a building block in the synthesis of various products and as a reagent in organic synthesis, particularly for forming carbon-carbon and carbon-heteroatom bonds. Due to its chemical structure, it is primarily considered a hazardous substance, necessitating careful handling and storage to prevent health risks and environmental contamination.

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  • 22364-25-6 Structure
  • Basic information

    1. Product Name: 4-BROMO-2,3-DIMETHYLANILINE
    2. Synonyms: 4-BROMO-2,3-DIMETHYLANILINE;4-Bromo-2,3-dimethylaniline 98%;(4-bromo-2,3-dimethylphenyl)amine;4-BroMo-2,3-xylidine;4-Brom-2,3-dimethyl-anilin
    3. CAS NO:22364-25-6
    4. Molecular Formula: C8H10BrN
    5. Molecular Weight: 200.0757
    6. EINECS: N/A
    7. Product Categories: blocks;Bromides
    8. Mol File: 22364-25-6.mol
  • Chemical Properties

    1. Melting Point: 215-217
    2. Boiling Point: 265.519 °C at 760 mmHg
    3. Flash Point: 114.382 °C
    4. Appearance: /
    5. Density: 1.424 g/cm3
    6. Vapor Pressure: 0.009mmHg at 25°C
    7. Refractive Index: 1.597
    8. Storage Temp.: Keep Cold
    9. Solubility: N/A
    10. PKA: 3.87±0.10(Predicted)
    11. CAS DataBase Reference: 4-BROMO-2,3-DIMETHYLANILINE(CAS DataBase Reference)
    12. NIST Chemistry Reference: 4-BROMO-2,3-DIMETHYLANILINE(22364-25-6)
    13. EPA Substance Registry System: 4-BROMO-2,3-DIMETHYLANILINE(22364-25-6)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: IRRITANT
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 22364-25-6(Hazardous Substances Data)

22364-25-6 Usage

Uses

Used in Pharmaceutical Industry:
4-Bromo-2,3-dimethylaniline is used as a key intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of new drugs with specific therapeutic properties. Its unique structure allows for the creation of molecules with potential medicinal applications.
Used in Agrochemical Industry:
In the agrochemical sector, 4-Bromo-2,3-dimethylaniline serves as a building block in the production of agrochemicals, such as pesticides and herbicides, where its chemical properties can be leveraged to enhance the effectiveness of these products in agricultural settings.
Used in Dye Industry:
4-Bromo-2,3-dimethylaniline is utilized as a precursor in the manufacture of dyes, where its chemical structure contributes to the color and stability of the resulting dyes used in various applications, including textiles and other industrial processes.
Used in Organic Synthesis as a Reagent:
4-Bromo-2,3-dimethylaniline is employed as a reagent in organic synthesis, particularly for the formation of carbon-carbon and carbon-heteroatom bonds. Its presence in these reactions can facilitate the creation of complex organic molecules for a wide range of applications.

Check Digit Verification of cas no

The CAS Registry Mumber 22364-25-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,2,3,6 and 4 respectively; the second part has 2 digits, 2 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 22364-25:
(7*2)+(6*2)+(5*3)+(4*6)+(3*4)+(2*2)+(1*5)=86
86 % 10 = 6
So 22364-25-6 is a valid CAS Registry Number.
InChI:InChI=1/C8H10BrN/c1-5-6(2)8(10)4-3-7(5)9/h3-4H,10H2,1-2H3

22364-25-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-BROMO-2,3-DIMETHYLANILINE

1.2 Other means of identification

Product number -
Other names 4-Brom-2,3-dimethyl-anilin

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:22364-25-6 SDS

22364-25-6Relevant articles and documents

Amplifying fluorescent conjugated polymer sensor for singlet oxygen detection

Wang, Chun-Han,Nesterov, Evgueni E.

, p. 8955 - 8958 (2019)

A "higher energy gap" concept was applied towards designing an efficient turn-on amplifying sensor for singlet oxygen-an important biomedical and environmental monitoring analytical target. The concept is based on modulation of intramolecular energy trans

Synthesis method of topramezone key intermediate

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Paragraph 0039-0043, (2021/02/06)

The invention discloses a green synthesis method of a herbicide topramezone key intermediate 2,3-dimethyl-4-methanesulfonyl bromobenzene (I), which comprises the following steps: in DMSO, directly carrying out a methanesulfonylation reaction on 4-halogena

Merging N-Hydroxyphthalimide into Metal-Organic Frameworks for Highly Efficient and Environmentally Benign Aerobic Oxidation

Wang, Man,Liang, Gan,Wang, Yunhao,Fan, Tao,Yuan, Baoling,Liu, Mingxian,Yin, Ying,Li, Liangchun

supporting information, p. 9674 - 9685 (2021/06/09)

Two highly efficient metal-organic framework catalysts TJU-68-NHPI and TJU-68-NDHPI have been successfully synthesized through solvothermal reactions of which the frameworks are merged with N-hydroxyphthalimide (NHPI) units, resulting in the decoration of pore surfaces with highly active nitroxyl catalytic sites. When t-butyl nitrite (TBN) is used as co-catalyst, the as-synthesized MOFs are demonstrated to be highly efficient and recyclable catalysts for a novel three-phase heterogeneous oxidation of activated C?H bond of primary and secondary alcohols, and benzyl compounds under mild conditions. Based on the high efficiency and selectivity, an environmentally benign system with good sustainability, mild conditions, simple work-up procedure has been established for practical oxidation of a wide range of substrates.

METHODS OF PROMOTING BETA CELL PROLIFERATION

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Paragraph 0262, (2018/06/30)

The present disclosure provides methods of promoting proliferation of a pancreatic cell. The methods are useful for the treatment of diabetes and other diseases characterized by impaired glucose tolerance.

A facile, regioselective and controllable bromination of aromatic amines using a CuBr2/Oxone system

Li, Xin-Le,Wu, Wei,Fan, Xin-Heng,Yang, Lian-Ming

, p. 12091 - 12095 (2013/09/02)

A combination of cupric bromide and Oxone serves as a facile, mild and effective reagent for the bromination of aromatic amines. Primary, secondary and tertiary aromatic amines are all suitable substrates. The reaction possesses high regioselectivity and functional group tolerance, and mono- and multi-brominated products can be obtained controllably in moderate to excellent yields. The Royal Society of Chemistry 2013.

Condensed thiophenes and selenophenes: Thionyl chloride and selenium oxychloride as sulfur and selenium transfer reagents

Amaresh, Ramiya R.,Lakshmikantham,Baldwin, Jeffrey W.,Cava, Michael P.,Metzger, Robert M.,Rogers, Robin D.

, p. 2453 - 2458 (2007/10/03)

3,4-Cyanomethyl substituted thiophenes reacted with thionyl chloride in the presence of base to give dicyano substituted thieno(3,4-c)thiophenes. The use of selenium oxychloride furnished the corresponding cyano substituted seleno(3,4-c)thiophene. 1,2-Phenylenediacetonitriles gave the corresponding cyano substituted benzo(c)thiophenes and benzo(c)selenenophenes, respectively, upon reaction with thionyl chloride and selenium oxychloride in the presence of base.

Synthesis and Rigid Conformers of 14,15-Dimethyl-2,11-dithia(1,3)(1,4)cyclophane and 12,13-Dimethyl(1,3)(1,4)cyclophane

Lai, Yee-Hing,Yap, Angeline Hui-Tin

, p. 1373 - 1377 (2007/10/02)

The dithiacyclophane 4 was synthesized from 2,3-dimethylaniline in seven steps.Only the conformer 5b was isolated.Photodesulfurization of 4b however resulted only in the isolation of the cyclophane 2a indicating an abrupt change in conformational preferen

Method for the manufacture of P-bromodimethyl aniline

-

, (2008/06/13)

Para-bromodimethyl aniline of a high purity at high yields is obtained by the direct bromination of N,N'-dimethyl aniline with bromine in the presence of a solvent. The temperature which prevails during the reaction may be up to the reflux of the solvent used. The solvent consists of at least one halogenated hydrocarbon having the formula RXnwherein: R is a straight or branched aliphatic hydrocarbon having 1 to 12 carbon atoms, X is bromine or chlorine and n is between 1 and 4, with the proviso that when n is 4, the solvent is CCl4.

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