2-Bromomesitylene

Base Information

• Chemical Name: 2-Bromomesitylene
• CAS No.: 576-83-0
• Molecular Formula: C9H11Br
• Molecular Weight: 199.09
• Hs Code.: 29036990
• European Community (EC) Number: 209-405-9
• NSC Number: 8064
• UNII: X99GJ54YDY
• DSSTox Substance ID: DTXSID4060363
• Nikkaji Number: J47.000G
• Wikipedia: Mesityl_bromide
• Wikidata: Q63399375
• Mol file: 576-83-0.mol

Synonyms:2-Bromomesitylene;576-83-0;2,4,6-Trimethylbromobenzene;2-Bromo-1,3,5-trimethylbenzene;Mesityl bromide;Bromomesitylene;Benzene, 2-bromo-1,3,5-trimethyl-;2,4,6-Trimethybromombenzene;Mesitylene, 2-bromo-;2,4,6-Trimethylphenyl bromide;1-Bromo-2,4,6-trimethylbenzene;2-bromo-1,3,5-trimethyl-benzene;NSC 8064;X99GJ54YDY;NSC-8064;EINECS 209-405-9;MFCD00000073;AI3-07033;Mesitylbromide;2-bromo-mesitylene;2,6-Trimethylbromobenzene;2-Bromomesitylene, 98%;UNII-X99GJ54YDY;2,6-Trimethylphenyl bromide;2,4,6-trimethylphenylbromide;SCHEMBL156826;2,4,-6-trimethylbromobenzene;2,4,6-trimethyl-bromobenzene;1-Bromo-2,6-trimethylbenzene;Bromo-2,4,6-trimethylbenzene;DTXSID4060363;2,4,6-trimethyl-1-bromobenzene;NSC8064;1,3,5-Trimethyl-2-bromobenzene;STR03864;AKOS000202544;AM61605;CS-W007505;AC-12889;SY023165;B1261;BB 0258972;FT-0611576;EN300-19372;A24264;W-105449;Q63399375;Bromomesitylene, 2-;(2-Bromo-1,3,5-trimethylbenzene);F0001-1501

Chemical Property of 2-Bromomesitylene

Chemical Property:

• Appearance/Colour: Colorless liquid
• Vapor Pressure: 0.132mmHg at 25°C
• Melting Point: 2 °C(lit.)
• Refractive Index: n20/D 1.552(lit.)
• Boiling Point: 224.999 °C at 760 mmHg
• Flash Point: 96.111 °C
• PSA: 0.00000
• Density: 1.289 g/cm³
• LogP: 3.37430
• Storage Temp.: Store below +30°C.
• Sensitive.: Light Sensitive
• Water Solubility.: Insoluble in water(20°C) .
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 198.00441
• Heavy Atom Count: 10
• Complexity: 99.3

Purity/Quality:

99% ^*data from raw suppliers

2-Bromomesitylene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-36/37/39-23

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)C)Br)C
• Uses: 2-Bromomesitylene is a useful synthetic intermediate, Aromatics, Boron Derivatives, Catalyst. It is an intermediate used to prepare Hydrogen[4-[bis(2,4,6-trimethylphenyl)phosphino]-2,3,5,6-tetrafluorophenyl]hydrobis(2,3,4,5,6-pentafluorophenyl)borate (H714510) which is a frustrated phosphonium borate for metal-free catalytic hydrogenation of imines.

Technology Process of 2-Bromomesitylene

There total 26 articles about 2-Bromomesitylene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

1,3,5-trimethyl-benzene (108-67-8) → 2,4,6-trimethylphenyl bromide (576-83-0)

Guidance literature:

With N-Bromosuccinimide; perchloric acid; In tetrachloromethane; for 22h; Ambient temperature;

DOI:10.1021/jo00063a028

Reference yield: 94.0%

mesitylenecarboxylic acid (480-63-7) → 2,4,6-trimethylphenyl bromide (576-83-0)

Guidance literature:

With potassium phosphate; tetrabuthylammonium tribromide; In acetonitrile; at 100 ℃; for 16h;

DOI:10.1039/c8sc01016a

Reference yield: 88.0%

2,4,6-trimethylaniline (88-05-1) → 2,4,6-trimethylphenyl bromide (576-83-0)

Guidance literature:

With N-Bromosuccinimide; sodium nitrite; In N,N-dimethyl-formamide; at 20 ℃; for 6h;

DOI:10.1002/chem.201803347

upstream raw materials:

mesitylene sulfonic acid

1,3,5-trimethyl-benzene

2,4,6-trimethylaniline

bis(2,4,6-trimethylphenyl)disulfide

Downstream raw materials:

2-trimethylsilyl-1,3,5-trimethylbenzene

ethylmesitylene

3'-bromo-2,4,6,2',4',6'-hexamethyl-deoxybenzoin

2,4,6-tribromomesitylene

Refernces

The reactivity of 2,2'-bipyridine complexes in the electrochemical reduction of organohalides

10.1023/A:1016024531639

The research aimed to investigate the reactivity of nickel(0) complexes coordinated with 2,2'-bipyridine (bpy) in the electrochemical reduction of organic halides. The study focused on understanding the mechanism of the catalytic process and identifying the intermediates formed during the reduction. The researchers used nickel complexes with varying numbers of bpy ligands and different organic halides, including alkyl and aryl halides such as propyl iodide, amyl iodide, phenyl bromide, and mesityl bromide. The experiments involved electrochemical techniques like cyclic voltammetry and preparative electrolysis. The study concluded that nickel(0) complexes with fewer bpy ligands were more reactive in the oxidative addition to organic halides, leading to the formation of σ-organonickel intermediates.

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