1-Bromo-3-iodobenzene

Base Information

• Chemical Name: 1-Bromo-3-iodobenzene
• CAS No.: 591-18-4
• Molecular Formula: C6H4BrI
• Molecular Weight: 282.906
• Hs Code.: 29039990
• European Community (EC) Number: 209-703-9
• UNII: MQH7NC2UMH
• DSSTox Substance ID: DTXSID9060447
• Nikkaji Number: J94.974D
• Wikidata: Q69756769
• Mol file: 591-18-4.mol

Synonyms:1-BROMO-3-IODOBENZENE;591-18-4;3-Bromoiodobenzene;Benzene, 1-bromo-3-iodo-;m-Bromoiodobenzene;3-bromo-1-iodobenzene;1-iodo-3-bromobenzene;MQH7NC2UMH;MFCD00001043;EINECS 209-703-9;1-bromo-3-iodo-benzene;m-Bromjodbenzol;3-iodobromobenzene;3-bromo iodobenzene;3-iodo-bromobenzene;UNII-MQH7NC2UMH;1-bromo-3-iodo benzene;1-bromo-5-iodo-benzene;3-Bromo-1-iodo-benzene;benzene, 1-bromo-3-iodo;3-Bromoiodobenzene, 98%;SCHEMBL79244;1-bromanyl-3-iodanyl-benzene;DTXSID9060447;AKOS005254502;CS-W008957;GS-3094;PB47618;SY005126;A8328;AM20040796;B1236;BB 0259552;FT-0615226;EN300-114507;P15297;A832168;J-504425;Z381540820

Chemical Property of 1-Bromo-3-iodobenzene

Chemical Property:

• Appearance/Colour: Clear colourless to light yellow liquid
• Vapor Pressure: 0.0615mmHg at 25°C
• Melting Point: -9.3 °C
• Refractive Index: n20/D 1.66(lit.)
• Boiling Point: 239.6 °C at 760 mmHg
• Flash Point: 105.3 °C
• PSA: 0.00000
• Density: 2.215 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.: insoluble
• XLogP3: 4
• 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:

98% ^*data from raw suppliers

1-Bromo-3-iodobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)I)Br
• Uses: 1-Bromo-3-iodobenzene is used in the preparation of 3'-bromo-2,3,4,5,6-pentaethyl-biphenyl by reacting with hex-3-yne. It is also used to prepare 1-(3'-bromophenyl)-3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodec-1-ene and 1-(3'-bromophenyl)-3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooct-1-ene. Further, it is involved in the preparation of oxygen-tethered 1,6-enynes.

Technology Process of 1-Bromo-3-iodobenzene

There total 24 articles about 1-Bromo-3-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: 80.0%

m-bromobenzoic acid (585-76-2) → 1-Bromo-3-iodobenzene (591-18-4)

Guidance literature:

With N-iodo-succinimide; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; iodine; caesium carbonate; In 1,2-dichloro-ethane; at 50 ℃; for 24h; Inert atmosphere; Irradiation; Sealed tube;

DOI:10.1055/s-0037-1610188

Reference yield: 77.0%

(3-bromophenyl)boronic acid (89598-96-9) → 1-Bromo-3-iodobenzene (591-18-4)

Guidance literature:

With N-iodo-succinimide; In acetonitrile; at 81 ℃; for 6h;

DOI:10.1055/s-1998-1614

Reference yield: 72.0%

3-bromobenzoyl chloride (1711-09-7) → 1-Bromo-3-iodobenzene (591-18-4)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; at 100 ℃; for 12h;

DOI:10.1038/s41557-018-0078-8

upstream raw materials:

3-Iodoaniline

m-Bromoaniline

1-Iod-3-(trimethylsilyl)benzol

3-iodobenzoyl chloride

Downstream raw materials:

(3-bromophenyl)trimethylsilane

1-bromo-5-iodo-2,4-dinitro-benzene

N-3-bromophenyl-N,N-diphenylamine

1-phenyl-2-(m-bromo)phenylacetylene

Refernces

• 1、 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.
• 2、 Zhang, Fengzhi,Das, Shoubhik,Walkinshaw, Andrew J.,Casitas, Alicia,Taylor, Michael,Suero, Marcos G.,Gaunt, Matthew J.. "Cu-Catalyzed cascades to carbocycles: Union of diaryliodonium salts with alkenes or alkynes exploiting remote carbocations". supporting information. p. 8851 - 8854. Retrieved 2014/07/08.