2-Bromo-m-xylene

Base Information

• Chemical Name: 2-Bromo-m-xylene
• CAS No.: 576-22-7
• Molecular Formula: C8H9Br
• Molecular Weight: 185.063
• Hs Code.: 29039990
• European Community (EC) Number: 209-397-7
• DSSTox Substance ID: DTXSID30206230
• Nikkaji Number: J54.868E
• Wikidata: Q72513699
• Mol file: 576-22-7.mol

Synonyms:m-Xylene,2-bromo- (6CI,7CI,8CI);1-Bromo-2,6-dimethylbenzene;2,6-Dimethyl-1-bromobenzene;2,6-Dimethylbromobenzene;2,6-Dimethylphenylbromide;2-Bromo-1,3-dimethylbenzene;

Chemical Property of 2-Bromo-m-xylene

Chemical Property:

• Appearance/Colour: clear colourless to yellow liquid
• Vapor Pressure: 0.376mmHg at 25°C
• Melting Point: -10 °C(lit.)
• Refractive Index: n20/D 1.555(lit.)
• Boiling Point: 204.439 °C at 760 mmHg
• Flash Point: 73.889 °C
• PSA: 0.00000
• Density: 1.339 g/cm³
• LogP: 3.06590
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Soluble in aqueous solution. Very soluble in ethanol, soluble in
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 183.98876
• Heavy Atom Count: 9
• Complexity: 80.6

Purity/Quality:

98% ^*data from raw suppliers

2-Bromo-m-xylene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C)Br
• Uses: 2-Bromo-m-xylene has been used to prepare 2,2?,4,6,6?-pentamethylbiphenyl. It is used as an intermediate in organic synthesis.

Technology Process of 2-Bromo-m-xylene

There total 15 articles about 2-Bromo-m-xylene 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: 90.0%

Bromoform (75-25-2) + 4-Chloro-1,2-dimethylcyclopentene (103724-97-6) → 2-Bromo-m-xylene (576-22-7)

Guidance literature:

With sodium hydroxide; cetyltrimethylammonium chloride; In ethanol; 1.) 18 h, room temp., 2.) 2 h, 45 deg C;

Reference yield: 86.0%

2,6-dimethylbenzoic acid (632-46-2) → 2-Bromo-m-xylene (576-22-7)

Guidance literature:

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

DOI:10.1039/c8sc01016a

Reference yield: 62.0%

2,6-dimethylaniline (87-62-7) → 2-Bromo-m-xylene (576-22-7)

Guidance literature:

2,6-dimethylaniline; With hydrogen bromide; at 80 ℃; for 0.25h; Inert atmosphere; Schlenk technique;

With ferrous(II) sulfate heptahydrate; aminosulfonic acid; sodium nitrite; In water; at -2 - 80 ℃; for 1.5h; Inert atmosphere; Schlenk technique;

DOI:10.1002/chem.201804095

upstream raw materials:

2,6-dimethylaniline

Methyl fluoride

2-methylphenyl bromide

Bromoform

Downstream raw materials:

9-(2,6-dimethylphenyl)-9-fluorenol

2,6-dimethylbenzoic acid

2,6-Dimethylphenyl-tert-butylketon

(2,6-dimethylphenyl)pentamethyldisilane

Refernces

Synthesis of a 6-aryloxymethyl-5-hydroxy-2,3,4,5-tetrahydro-[1H]-2- benzazepin-4-one: A muscarinic (M₃) antagonist

10.1039/b801208c

The study presents the synthesis of a racemic 6-aryloxymethyl-5-hydroxy-2,3,4,5-tetrahydro-[1H]-2-benzazepin-4-one, a compound evaluated for its potential as a muscarinic (M3) antagonist, which are substances that block the action of certain neurotransmitters in the body. The synthesis involved a series of chemical reactions using various starting materials and reagents, such as 2,6-dimethyl-1-bromobenzene, 2,6-dimethoxyphenol, and prop-2-enylamine, among others. These chemicals served as precursors and reactants in the multi-step synthesis process. The study also encountered challenges with ring-closing metathesis, leading to the development of an alternative synthesis route using a Mitsunobu reaction to form the 2,3-dihydro-[1H]-2-benzazepine ring system. The synthesized compound was then assayed for muscarinic (M3) activity to determine its potential as a selective antagonist, which could have implications in the treatment of various conditions related to the muscarinic receptor system.