2-Bromo-1,4-dichlorobenzene

Base Information

• Chemical Name: 2-Bromo-1,4-dichlorobenzene
• CAS No.: 1435-50-3
• Molecular Formula: C6H3BrCl2
• Molecular Weight: 225.9
• Hs Code.: 29039990
• European Community (EC) Number: 271-525-2,215-859-9
• DSSTox Substance ID: DTXSID7075185
• Nikkaji Number: J31.737C
• Wikidata: Q72454098
• Mol file: 1435-50-3.mol

Synonyms:2-BROMO-1,4-DICHLOROBENZENE;1435-50-3;1-Bromo-2,5-dichlorobenzene;Benzene, 2-bromo-1,4-dichloro-;2,5-dichlorobromobenzene;2-bromo-1,4-dichloro-benzene;EINECS 215-859-9;EINECS 271-525-2;68583-99-3;2,5-Dichloro Bromo benzene;2,5-Dichlorophenyl bromide;2,5-dichloro-1-bromobenzene;SCHEMBL504938;DTXSID7075185;Benzene, 1-bromo-2,5-dichloro-;BAA43550;MFCD00018505;2-Bromo-1,4-dichlorobenzene, 97%;2-bromanyl-1,4-bis(chloranyl)benzene;AKOS000121086;CS-W021588;DS-14271;B0981;FT-0611365;EN300-23995;A808086;W-108169

Chemical Property of 2-Bromo-1,4-dichlorobenzene

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.0736mmHg at 25°C
• Melting Point: 32-36 °C(lit.)
• Refractive Index: 1.59
• Boiling Point: 236.2 °C at 760 mmHg
• Flash Point: 106.4 °C
• PSA: 0.00000
• Density: 1.744 g/cm³
• LogP: 3.75590
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: insoluble
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 223.87952
• Heavy Atom Count: 9
• Complexity: 97.1

Purity/Quality:

99% ^*data from raw suppliers

2-Bromo-1,4-dichlorobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, T
• Hazard Codes: Xi,T
• Statements: 36/37/38
• Safety Statements: 26-36-28A

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: UVCB
• Canonical SMILES: C1=CC(=C(C=C1Cl)Br)Cl
• Uses: 2-Bromo-1,4-dichlorobenzene is a reactant used in the synthesis of C-13 and C-14-labeled versions of the investigational proteasome inhibitor MLN9708.

Technology Process of 2-Bromo-1,4-dichlorobenzene

There total 15 articles about 2-Bromo-1,4-dichlorobenzene 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%

2,5 dichloroaniline (95-82-9) → 2-bromo-1,4-dichlorobenzene (1435-50-3)

Guidance literature:

2,5 dichloroaniline; With hydrogen bromide; sodium nitrite; In water; at -5 - 0 ℃; for 0.0833333h;

With hydrogen bromide; copper(I) bromide; In water; at 20 - 50 ℃; for 0.75h;

DOI:10.1002/ejoc.201201188

Reference yield: 55.0%

C15H21Cl2MgN → 2-bromo-1,4-dichlorobenzene (1435-50-3)

Guidance literature:

C₁₅H₂₁Cl₂MgN; With zinc(II) chloride; In tetrahydrofuran; for 0.25h; Inert atmosphere;

With trifuran-2-yl-phosphane; bromine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; tetrachloromethane; at 25 ℃; for 1h; Inert atmosphere;

DOI:10.1002/adsc.201300185

Reference yield: 43.0%

para-dichlorobenzene (106-46-7,84348-21-0) → 2-bromo-1,4-dichlorobenzene (1435-50-3)

Guidance literature:

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

upstream raw materials:

2,5 dichloroaniline

2,5-dichlorobenzenediazonium

2,5-dichloro-4-bromo-aniline

2,5-dichlorobenzenesulfonic acid

Downstream raw materials:

para-dichlorobenzene

2,5-dichloroanisole

2,5-dichlorophenol

2-bromo-1,4-dichloro-3,5-dinitro-benzene

Refernces

• 1、 Unsinn, Andreas,Rohbogner, Christoph J.,Knochel, Paul. "Directed magnesiation of polyhaloaromatics using the tetramethylpiperidylmagnesium reagents TMP2Mg×2 LiCl and TMPMgCl×LiCl". supporting information. p. 1553 - 1560. Retrieved 2013/06/27.
• 2、 Nishina, Yuta,Takami, Keishi. "Bromination of aromatic compounds using an Fe2O 3/zeolite catalyst". supporting information. p. 2380 - 2383. Retrieved 2013/02/21.