1-Bromo-2-chlorobenzene

Base Information

• Chemical Name: 1-Bromo-2-chlorobenzene
• CAS No.: 694-80-4
• Molecular Formula: C6H4BrCl
• Molecular Weight: 191.455
• Hs Code.: 29039990
• European Community (EC) Number: 249-303-1,211-775-1
• NSC Number: 59694
• UNII: PEC7Z3YX6P
• DSSTox Substance ID: DTXSID30870758
• Nikkaji Number: J91.317K
• Wikidata: Q27286505
• Mol file: 694-80-4.mol

Synonyms:1-Bromo-2-chlorobenzene;694-80-4;2-BROMOCHLOROBENZENE;2-Chlorobromobenzene;o-Bromochlorobenzene;Bromochlorobenzene;o-Chlorobromobenzene;Benzene, 1-bromo-2-chloro-;2-Bromo-1-chlorobenzene;Benzene, bromochloro-;1-Chloro-2-bromobenzene;28906-38-9;1-bromo-2-chloro-benzene;C6H4BrCl;2-Bromochlorobenzene-d4;UNII-PEC7Z3YX6P;PEC7Z3YX6P;UNII-Z0W07Y466G;EINECS 211-775-1;EINECS 249-303-1;NSC 59694;NSC-59694;AI3-31290;1219795-51-3;2-Bromochluorobenzene;chlorobromobenzene;2-bromoclorobenzene;MFCD00000532;2-chlorophenyl bromide;O-BROMOPHENYL CHLORIDE;2-BROMOPHENYL CHLORIDE;SCHEMBL251393;1-bromanyl-2-chloranyl-benzene;1-Bromo-2-chlorobenzene, 99%;DTXSID30870758;Z0W07Y466G;NSC59694;STR07176;AKOS005265527;CS-W004051;1-Bromo-2-chlorobenzene, analytical standard;A9191;AM20050050;B0569;FT-0611547;EN300-31033;D77645;A836511;W-104621;Q27286505

Chemical Property of 1-Bromo-2-chlorobenzene

Chemical Property:

• Appearance/Colour: clear colorless to yellow-orange liquid
• Vapor Pressure: 0.397mmHg at 25°C
• Melting Point: -13--11°C
• Refractive Index: n20/D 1.582(lit.)
• Boiling Point: 203.4 °C at 760 mmHg
• Flash Point: 79.4 °C
• PSA: 0.00000
• Density: 1.628 g/cm³
• LogP: 3.10250
• Storage Temp.: 2-8°C
• Solubility.: 0.045g/l
• Water Solubility.: 0.045 G/L (25 ºC)
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 189.91849
• Heavy Atom Count: 8
• Complexity: 74.9

Purity/Quality:

>99%, ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xn; Xi; T
• Hazard Codes: Xi,T,Xn,F
• Statements: 36/37/38-39/23/24/25-23/24/25-20/22-11
• Safety Statements: 26-36-45-36/37-37/39-36/37/39-16-7

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)Cl)Br
• Uses: 1-Bromo-2-chlorobenzene finds application in Gas Chromatography and Liquid Chromatography analysis. It is also used as an intermediate in pharmaceutical and synthetic chemistry. Further, it acts as a reagent in the preparation of arylpiperidines and aryltetrahydropyridines as 5-HT2C agonists.

Technology Process of 1-Bromo-2-chlorobenzene

There total 50 articles about 1-Bromo-2-chlorobenzene 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: 91.0%

2-bromoaniline (615-36-1) → 2-bromo-1-chlorobenzene (694-80-4)

Guidance literature:

With chloro-trimethyl-silane; N-benzyl-N,N,N-triethylammonium chloride; sodium nitrite; In tetrachloromethane; 1.) 0 deg C, 1.5 h, 2.) r.t., 14 h;

DOI:10.1016/S0040-4039(00)79842-X

Reference yield: 82.0%

2-Chlorobenzeneboronic acid (3900-89-8) → 2-bromo-1-chlorobenzene (694-80-4)

Guidance literature:

With tetrabutylammomium bromide; copper(ll) bromide; In water; at 100 ℃; Sealed tube;

DOI:10.1016/j.tetlet.2020.152738

Reference yield: 81.0%

o-chlorophenylhydrazine hydrochloride (41052-75-9) → 2-bromo-1-chlorobenzene (694-80-4)

Guidance literature:

With boron tribromide; dimethyl sulfoxide; at 80 ℃; for 1h;

DOI:10.1016/j.tetlet.2020.151959

upstream raw materials:

4-bromo-3-chloroaniline

bromobenzene

2-chlorobenzenediazonium

o-bromobenzenediazonium

Downstream raw materials:

Diaethyl-<2-chlor-phenyl>-phosphin

2-methylchlorobenzene

7,7-Dimethoxybicyclo<4.2.0>octa-1,3,5-triene

chlorobenzene

Refernces

• 1、 Badgoti, Ranveer Singh,Dandia, Anshu,Parewa, Vijay,Rathore, Kuldeep S.,Saini, Pratibha,Sharma, Ruchi. "The graphite-catalyzed: ipso -functionalization of arylboronic acids in an aqueous medium: metal-free access to phenols, anilines, nitroarenes, and haloarenes". . p. 18040 - 18049. Retrieved 2021/05/29.
• 2、 Liu, Mingyang,Zhang, Zhanrong,Liu, Huizhen,Wu, Tianbin,Han, Buxing. "Dehydroxyalkylative halogenation of C(aryl)-C bonds of aryl alcohols". supporting information. p. 7120 - 7123. Retrieved 2020/07/14.