1,2,3-Tribromobenzene

Base Information

• Chemical Name: 1,2,3-Tribromobenzene
• CAS No.: 608-21-9
• Molecular Formula: C6H3 Br3
• Molecular Weight: 314.802
• Hs Code.: 2903999090
• European Community (EC) Number: 249-211-1,833-773-5
• UNII: JOM0P099JJ
• DSSTox Substance ID: DTXSID70870676
• Nikkaji Number: J134.565F
• Wikidata: Q27281604
• Mol file: 608-21-9.mol

Synonyms:1,2,3-TRIBROMOBENZENE;608-21-9;TRIBROMOBENZENE;1,2,3-Tribromo-benzene;Benzene, 1,2,3-tribromo-;28779-08-0;C6H3Br3;UNII-JOM0P099JJ;UNII-X6M410KFKD;JOM0P099JJ;EINECS 249-211-1;1,2,3-Tribrombenzol;X6M410KFKD;SCHEMBL355898;DTXSID70870676;GMVJKSNPLYBFSO-UHFFFAOYSA-N;MFCD00192668;ZB1097;AKOS003626103;AB89751;AC-20996;AS-40726;AM20040839;CS-0197964;FT-0606504;FT-0648944;FT-0652719;T3329;A832905;Q27281604

Chemical Property of 1,2,3-Tribromobenzene

Chemical Property:

• Melting Point: 89.8℃
• Refractive Index: 1.6340 (estimate)
• Boiling Point: 271°C (rough estimate)
• PSA: 0.00000
• Density: 2.658 g/cm3 (10 ºC)
• LogP: 3.97410
• Storage Temp.: 2-8°C
• Solubility.: soluble in Toluene
• 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: 84.3

Purity/Quality:

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

1,2,3-Tribromobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)Br)Br)Br
• Uses: 1,2,3-Tribromobenzene is an organic chemical reagent used in the synthesis of cis-trikentrin B as well as in the synthesis of diphenyl ethers for induction of CYP1A via the receptor mediated pathway.

Technology Process of 1,2,3-Tribromobenzene

There total 16 articles about 1,2,3-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: 96.0%

1,3-dibromo-2-(trimethylsilyl)benzene (363598-42-9) → 1,2,3-tribromobenzene (608-21-9)

Guidance literature:

With bromine; In tetrachloromethane; for 96h; Heating;

Reference yield: 85.0%

1,3-dibromobenzene (108-36-1) → 1,2,3-tribromobenzene (608-21-9)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; bromine; zinc(II) chloride; In tetrahydrofuran; hexane; at -78 - 25 ℃;

DOI:10.1021/jo052515k

Reference yield: 80.0%

2,6-dibromoaniline (608-30-0) → 1,2,3-tribromobenzene (608-21-9)

Guidance literature:

With tert.-butylnitrite; copper(ll) bromide; In acetonitrile; at 60 ℃; for 1h;

DOI:10.1016/j.tetlet.2012.11.125

upstream raw materials:

ethyl nitrite

3,4,5-tribromoaniline

2,6-dibromoaniline

1,3-dibromo-2-iodo-benzene

Downstream raw materials:

1,2,3-tribromo-4-nitrobenzene

1,3-dibromobenzene

2,6-dibromo-1,1'-biphenyl

2,3-dibromo-biphenyl

Refernces

• 1、 Ikawa, Takashi,Kaneko, Hideki,Masuda, Shigeaki,Ishitsubo, Erika,Tokiwa, Hiroaki,Akai, Shuji. "Trifluoromethanesulfonyloxy-group-directed regioselective (3 + 2) cycloadditions of benzynes for the synthesis of functionalized benzo-fused heterocycles". supporting information. p. 520 - 526. Retrieved 2015/02/05.
• 2、 Mongin, Florence,Marzi, Elena,Schlosser, Manfred. "Extensive halogen scrambling and buttressing effects encountered upon treatment of oligobromoarenes with bases". . p. 2771 - 2777. Retrieved 2007/10/03.