5-Bromo-2-iodo-M-xylene

Base Information

• Chemical Name: 5-Bromo-2-iodo-M-xylene
• CAS No.: 206559-43-5
• Molecular Formula: C8H8BrI
• Molecular Weight: 310.96
• Hs Code.: 2903999090
• DSSTox Substance ID: DTXSID60942856
• Nikkaji Number: J2.028.630J
• Wikidata: Q72454978
• Mol file: 206559-43-5.mol

Synonyms:5-BROMO-2-IODO-M-XYLENE;206559-43-5;5-bromo-2-iodo-1,3-dimethylbenzene;4-bromo-2,6-dimethyliodobenzene;260355-37-1;5-bromo-2-iodo-3-xylene;1-Bromo-3,5-dimethyl-4-iodobenzene;5-bromo-2-iodo-1,3-xylene;Benzene, 5-bromo-2-iodo-1,3-dimethyl-;1-Bromo-3,5-dimethy-4-iodobezene;MFCD03094656;2,6-Dimethyl-4-bromoiodobenzene;1-iodo-4-bromo-2,6-dimethylbenzene;5-Bromo-2-iodo-1,3-dimethyl benzene;5-Bromo-1,3-dimethyl-2-iodobenzene;5-bromo-2-iodo-1,3-dimethyl-benzene;SCHEMBL515150;DTXSID60942856;BSIRLLZFIVAHES-UHFFFAOYSA-N;CL8626;4-bromo-2,6-dimethyl-1-iodobenzene;4-bromo-2,6-dimethyl-1-iodo benzene;AKOS005148796;AM82893;CS-W005341;PS-7083;SB40582;AC-28514;SY022996;FT-0647572;FT-0692418;EN300-3625849;A814777;J-013496;5-Bromo-2-iodo-m-xylene

Chemical Property of 5-Bromo-2-iodo-M-xylene

Chemical Property:

• Vapor Pressure: 0.00573mmHg at 25°C
• Melting Point: 42 °C
• Refractive Index: 1.622
• Boiling Point: 282.4 °C at 760 mmHg
• Flash Point: 124.6 °C
• PSA: 0.00000
• Density: 1.94g/cm³
• LogP: 3.67050
• Storage Temp.: Refrigerated.
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 309.88541
• Heavy Atom Count: 10
• Complexity: 104

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Bromo-2-iodo-1,3-dimethylbenzene ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1I)C)Br

Technology Process of 5-Bromo-2-iodo-M-xylene

There total 2 articles about 5-Bromo-2-iodo-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: 100.0%

4-bromo-2,6-dimethylphenylamine (24596-19-8) → 5-bromo-2-iodo-1,3-dimethyl-benzene (206559-43-5,260355-37-1)

Guidance literature:

4-bromo-2,6-dimethylphenylamine; With hydrogenchloride; at 0 ℃; for 0.5h;

With sodium nitrite; at 0 ℃; for 1h;

With potassium iodide; at 0 - 80 ℃; for 1.5h;

DOI:10.1021/acs.jmedchem.8b00557

Reference yield:

2,6-dimethylaniline (87-62-7) → 5-bromo-2-iodo-1,3-dimethyl-benzene (206559-43-5,260355-37-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: bromine / dichloromethane / -78 °C / Inert atmosphere

2.1: sulfuric acid; sodium nitrite / water / 1 h / -10 °C

2.2: 20 °C

With sulfuric acid; bromine; sodium nitrite; In dichloromethane; water;

DOI:10.1039/d0cc03201h

Reference yield: 95.0%

5-bromo-2-iodo-1,3-dimethyl-benzene (206559-43-5,260355-37-1) + ethenyltrimethylsilane (754-05-2) → 5-bromo-1,3-dimethyl-2-vinylbenzene (943741-20-6)

Guidance literature:

With potassium fluoride; tetrabutyl-ammonium chloride; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In toluene; at 160 ℃; for 1h;

upstream raw materials:

4-bromo-2,6-dimethylphenylamine

2,6-dimethylaniline

Downstream raw materials:

bis(4-bromo-2,6-dimethylphenyl)methanol

bis(4-bromo-2,6-dimethylphenyl)ketimine

[9-(10-phenylanthryl)](4-bromo-2,6-dimethylphenyl)methanol

[9-(10-phenylanthryl)](4-bromo-2,6-dimethylphenyl)chloromethane

Refernces

• 1、 Wu, Wei,Wang, Yan,Guo, Jing,Cai, Liu,Chen, Yuan,Huang, Yanmin,Peng, Yungui. "Asymmetric acyl-Mannich reaction of isoquinolines with α-(diazomethyl)phosphonate and diazoacetate catalyzed by chiral Br?nsted acids". . p. 11235 - 11238. Retrieved 2020.
• 2、 -. "4-PHENYLPYRANE-3,5-DIONES, 4-PHENYLTHIOPYRANE-3,5-DIONES AND 2-PHENYLCYCLOHEXANE-1,3,5-TRIONES AS HERBICIDES". Page/Page column 168-169. . Retrieved 2009/07/17.