(4-Bromophenyl)(dichloro)borane

Base Information

• Chemical Name: (4-Bromophenyl)(dichloro)borane
• CAS No.: 4250-49-1
• Molecular Formula: C6H4 B Br Cl2
• Molecular Weight: 237.719
• NSC Number: 115626
• DSSTox Substance ID: DTXSID00297337
• Nikkaji Number: J1.763.503D
• Wikidata: Q82038377
• Mol file: 4250-49-1.mol

Synonyms:4250-49-1;(4-bromophenyl)(dichloro)borane;(4-Bromophenyl)dichloroborane;NSC115626;DTXSID00297337;NSC-115626

Chemical Property of (4-Bromophenyl)(dichloro)borane

Chemical Property:

• Vapor Pressure: 0.0666mmHg at 25°C
• Boiling Point: 238.1°Cat760mmHg
• Flash Point: 97.8°C
• Density: 1.6g/cm³
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 235.89665
• Heavy Atom Count: 10
• Complexity: 102

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=C(C=C1)Br)(Cl)Cl

Technology Process of (4-Bromophenyl)(dichloro)borane

There total 11 articles about (4-Bromophenyl)(dichloro)borane 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: 90.0%

[4-(dichloroboryl)phenyl]trimethylsilane (107134-72-5) → (4-bromophenyl)dichloroborane (4250-49-1)

Guidance literature:

With bromine; In dichloromethane; slow addn. of Br2 in CH2Cl2 to dichlorophenylborane in CH2Cl2 (under N2or Ar) at 0°C and stirring at room temp. for 12 h; evapn. and distn. (vac.);

Reference yield: 85.0%

4-Bromphenylquecksilberchlorid (28969-28-0) + boron trichloride (10294-34-5) → (4-bromophenyl)dichloroborane (4250-49-1)

Guidance literature:

In benzene; byproducts: HgCl2; heating for 4 h under reflux; filtration, distn.;

Reference yield:

1-bromo-4-(trimethylsilyl)benzene (6999-03-7) + boron trichloride (10294-34-5) → (4-bromophenyl)dichloroborane (4250-49-1)

Guidance literature:

In dichloromethane; at 0 - 60 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.202107647

upstream raw materials:

(i-C₄H₉O)2B(C₆H₄-4-Br)

[4-(dichloroboryl)phenyl]trimethylsilane

1,4-bis-(trimethylsilyl)benzene

4-Bromphenylquecksilberchlorid

Downstream raw materials:

p-bromophenylboronic acid pinacol ester

2-(4-bromo-phenyl)-naphtho[2,3-d][1,3,2]dioxaborole

2-(4-bromophenyl)-1,3,2-benzodioxaborole

3-(C₆H₄-4-Br)-1.2-C₂B₁₀H₁₁

Refernces

• 1、 Del Grosso, Alessandro,Ayuso Carrillo, Josue,Ingleson, Michael J.. "Regioselective electrophilic borylation of haloarenes". supporting information. p. 2878 - 2881. Retrieved 2015/02/19.
• 2、 Kaufmann, Dieter. "Borylation of Arylsilanes, II. - Synthesis and Reactions of Silylated Dihalogenphenylboranes". . p. 901 - 906. Retrieved 2007/10/02.