1-Bromo-2-iodobenzene

Base Information

• Chemical Name: 1-Bromo-2-iodobenzene
• CAS No.: 583-55-1
• Molecular Formula: C6H4BrI
• Molecular Weight: 282.906
• Hs Code.: 29049090
• European Community (EC) Number: 209-508-9
• DSSTox Substance ID: DTXSID1060394
• Nikkaji Number: J94.973F
• Wikidata: Q72457471
• Mol file: 583-55-1.mol

Synonyms:1-Iodo-2-bromobenzene;2-Bromo-1-iodobenzene;2-Bromoiodobenzene;2-Iodobromobenzene;o-Bromophenyl iodide;o-Iodobromobenzene;

Chemical Property of 1-Bromo-2-iodobenzene

Chemical Property:

• Appearance/Colour: light yellow to red liquid
• Vapor Pressure: 0.0357mmHg at 25°C
• Melting Point: 9-10 °C(lit.)
• Refractive Index: n20/D 1.661(lit.)
• Boiling Point: 249.7 °C at 760 mmHg
• Flash Point: 104.8 °C
• PSA: 0.00000
• Density: 2.203 g/cm³
• LogP: 3.05370
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Light Sensitive
• Solubility.: Chloroform (Sparingly), Ethyl Acetate (Slightly)
• Water Solubility.: Not miscible or difficult to mix in water.
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 281.85411
• Heavy Atom Count: 8
• Complexity: 74.9

Purity/Quality:

99% ^*data from raw suppliers

1-Bromo-2-iodobenzene ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Monoaromatics
• Canonical SMILES: C1=CC=C(C(=C1)Br)I
• Uses: suzuki reaction 2-Bromoiodobenzene is used in the synthesis of diarylamines.

Technology Process of 1-Bromo-2-iodobenzene

There total 23 articles about 1-Bromo-2-iodobenzene 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: 95.0%

2-bromobenzoic-acid (88-65-3) → 1-Bromo-2-iodobenzene (583-55-1)

Guidance literature:

With 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione; In 1,2-dichloro-ethane; for 15h; Irradiation; Inert atmosphere; Reflux;

DOI:10.1002/adsc.201100145

Reference yield: 90.0%

bromobenzene (108-86-1,52753-63-6) → 1-Bromo-2-iodobenzene (583-55-1) + 1,4-bromoiodobenzene (589-87-7)

Guidance literature:

With iodine; fluorine; In chloroform; trichlorofluoromethane; at -20 ℃; for 0.5h;

DOI:10.1021/jo00298a032

Reference yield: 89.0%

bis-[(trifluoroacetoxy)iodo]benzene (2712-78-9) → 1-Bromo-2-iodobenzene (583-55-1) + 1,4-bromoiodobenzene (589-87-7)

Guidance literature:

With bromine; In chloroform; Ambient temperature;

upstream raw materials:

2-bromoaniline

1-iodo-2-(trimethylsilyl)benzene

bromobenzene

iodobenzene

Downstream raw materials:

10-(2-bromophenyl)-10H-phenoxazine

1,2-bis(dimethylsilyl)benzene

1-Isopropenyl-2-(2-methyl-allyl)-benzene

1-Cyclopent-1-enyl-2-(2-methyl-allyl)-benzene

Refernces

• 1、 Molloy, John J.,O'rourke, Kerry M.,Frias, Carolina P.,Sloan, Nikki L.,West, Matthew J.,Pimlott, Sally L.,Sutherland, Andrew,Watson, Allan J. B.. "Mechanism of Cu-catalyzed aryl boronic acid halodeboronation using electrophilic halogen: Development of a base-catalyzed iododeboronation for radiolabeling applications". supporting information. p. 2488 - 2492. Retrieved 2019/04/10.
• 2、 Lee, Yong Ho,Morandi, Bill. "Metathesis-active ligands enable a catalytic functional group metathesis between aroyl chlorides and aryl iodides". . p. 1016 - 1022. Retrieved 2018/09/06.