4250-49-1

Basic information

• Product Name: (4-bromophenyl)(dichloro)borane
• CAS NO: 4250-49-1
• Molecular Formula: C₆H₄BBrCl₂
• Molecular Weight: 237.717
• Mol File: 4250-49-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 238.1°C at 760 mmHg
• Flash Point: 97.8°C
• Density: 1.6g/cm³
• Vapor Pressure: 0.0666mmHg at 25°C
• Refractive Index: 1.555
• CAS DataBase Reference: (4-bromophenyl)(dichloro)borane(CAS DataBase Reference)
• NIST Chemistry Reference: (4-bromophenyl)(dichloro)borane(4250-49-1)
• EPA Substance Registry System: (4-bromophenyl)(dichloro)borane(4250-49-1)

Safety Data

• Hazardous Substances Data: 4250-49-1(Hazardous Substances Data)

Usage

Description

(4-bromophenyl)(dichloro)borane is a boron-based organometallic compound characterized by a boron atom bonded to a bromophenyl group and two chlorine atoms. It is recognized for its unique reactivity and versatility in organic chemistry and chemical synthesis, particularly in facilitating the formation of carbon-carbon and carbon-heteroatom bonds.

Uses

Used in Organic Synthesis:
(4-bromophenyl)(dichloro)borane is used as a catalyst for various organic synthesis reactions, including cross-coupling and other transition metal-catalyzed reactions. Its application is crucial in the formation of complex organic molecules due to its ability to facilitate carbon-carbon and carbon-heteroatom bond formations.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (4-bromophenyl)(dichloro)borane is used as a synthetic intermediate for the development of new drugs. Its role in creating complex molecular structures makes it a valuable tool in the synthesis of novel pharmaceutical compounds.
Used in Chemical Research:
(4-bromophenyl)(dichloro)borane is also utilized in chemical research as a reagent to study the properties and reactions of boron-based organometallic compounds. This helps in understanding the underlying mechanisms and potential applications of such compounds in various fields.

Upstream product

• 855242-28-3 (i-C₄H₉O)2B(C₆H₄-4-Br) 
• 107134-72-5 [4-(dichloroboryl)phenyl]trimethylsilane 
• 13183-70-5 1,4-bis-(trimethylsilyl)benzene 
• 28969-28-0 4-Bromphenylquecksilberchlorid 
• 10294-34-5 boron trichloride 
• 10026-13-8 phosphorus pentachloride 
• 7726-95-6 bromine 
• 108-86-1 bromobenzene 
• 1359224-18-2 Me₂NTol*BCl₃ 
• 6999-03-7 1-bromo-4-(trimethylsilyl)benzene 

Downstream Products

• 101737-30-8 {-B(C₆H₄-4-Cl)-NH-}3 
• 10342-83-3 4'-Bromopropiophenone 
• 207286-80-4 ethyl 4-bromo-α-methylenebenzenepropanoate 
• 17806-48-3 3-(C₆H₄-4-Br)-1.2-C₂B₁₀H₁₁ 
• 77509-48-9 2-(4-bromophenyl)-1,3,2-benzodioxaborole 
• 97440-43-2 2-(4-bromo-phenyl)-naphtho[2,3-d][1,3,2]dioxaborole 
• 68716-49-4 p-bromophenylboronic acid pinacol ester 

Relevant articles and documents

Regio- and Stereoselective 1,2-Carboboration of Ynamides with Aryldichloroboranes

Catalyst-free 1,2-carboboration of ynamides is presented. Readily available aryldichloroboranes react with alkyl- or aryl-substituted ynamides in high yields with complete regio- and stereoselectivity to valuable β-boryl-β-alkyl/aryl α-aryl substituted enamides which belong to the class of trisubstituted alkenylboronates. The 1,2-carboboration reaction is experimentally easy to conduct, shows high functional group tolerance and broad substrate scope. Gram-scale reactions and diverse synthetic transformations convincingly demonstrate the synthetic potential of this method. The reaction can also be used to access 1-boraphenalenes, a class of boron-doped polycyclic aromatic hydrocarbons.

One-pot chemoselective functionalization of arylsilanes via cascade metal-metal exchange reactions

A cascade-transmetallation sequence allows a one-pot conversion of arylsilanes into functionalized arylcoppers; they react with various types of electrophiles (allylic halides, acid chlorides, bromoalkynes); bimetallic zinc-copper-reagents can be prepared by this method either directly or in a sequential fashion.