1,2,4-Tribromobenzene

Base Information

• Chemical Name: 1,2,4-Tribromobenzene
• CAS No.: 615-54-3
• Molecular Formula: C6H3Br3
• Molecular Weight: 314.802
• Hs Code.: 2903999090
• European Community (EC) Number: 210-433-9
• NSC Number: 62440
• UNII: EOE1KFC260
• DSSTox Substance ID: DTXSID5024346
• Nikkaji Number: J134.566D
• Wikidata: Q27277271
• ChEMBL ID: CHEMBL3182885
• Mol file: 615-54-3.mol

Synonyms:1,2,4-tribromobenzene

Chemical Property of 1,2,4-Tribromobenzene

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 0.0077mmHg at 25°C
• Melting Point: 41-43 °C(lit. )
• Refractive Index: >110^o(230^oF)
• Boiling Point: 277.3 °C at 760 mmHg
• Flash Point: 120 °C
• PSA: 0.00000
• Density: 2.281 g/cm³
• LogP: 3.97410
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water.
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 313.77644
• Heavy Atom Count: 9
• Complexity: 94.3

Purity/Quality:

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

1,2,4-Tribromobenzene ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Br)Br)Br
• Uses: 1,2,4-tribromobenzene is used in the synthesis of hyper branched poly(p-phenylene ethynylenes). It is used as cross-linking reagent during Pd-catalyzed cross-coupling of 2,5-diiodo-4-[(2-ethylhexyl)oxy]methoxybenzene and 1,4-diethynyl-2,5-bis-(octyloxy)benzene. It is a compound commonly used in organic synthesis reactions.

Technology Process of 1,2,4-Tribromobenzene

There total 46 articles about 1,2,4-Tribromobenzene 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: 85.0%

1,3-dibromobenzene (108-36-1) → 1,2,4-tribromobenzene (615-54-3)

Guidance literature:

With N-Bromosuccinimide; boron trifluoride; at 20 ℃; for 36h;

Reference yield: 66.0%

1,2,4,5-tetrabromobenzene (636-28-2) + phenylmagnesium bromide → [1,1';4',1'']terphenyl (92-94-4,94363-13-0) + 1,2,4-tribromobenzene (615-54-3)

Guidance literature:

In tetrahydrofuran; for 24h; Ambient temperature;

DOI:10.1021/jo00217a018

Reference yield: 30.0%

1.4-dibromobenzene (106-37-6) → 1,2,4-tribromobenzene (615-54-3)

Guidance literature:

With potassium bromate; In sulfuric acid; acetic acid; for 1.5h; Heating;

upstream raw materials:

ethanol

2,5-dibromoaniline

2,4-dibromophenol

1.4-dibromobenzene

Downstream raw materials:

1.4-dibromobenzene

3-bromobiphenyl

bromobenzene

1,3-dibromobenzene

Refernces

• 1、 Rahu, Ida,J?rv, Jaak. "Oxidative bromination of non-activated aromatic compounds with AlBr3/KNO3 mixture". . p. 1219 - 1227. Retrieved 2019/11/13.
• 2、 Kawakami, Kazumitsu,Tsuda, Akihiko. "Brominated methanes as photoresponsive molecular storage of elemental Br2". . p. 2240 - 2252. Retrieved 2012/11/06.