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2-Bromophenylboronic acid

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2-Bromophenylboronic acid Basic information

Product Name:
2-Bromophenylboronic acid
Synonyms:
  • 2-broMoborate
  • o-BBBA
  • 2-Bromophenylboronic acid >=95.0%
  • Boronic acid,B-(2-bromophenyl)-
  • AKOS BRN-0929
  • RARECHEM AH PB 0074
  • O-BROMOPHENYLBORONIC ACID
  • 2-BROMOPHENYLBORONIC ACID
CAS:
244205-40-1
MF:
C6H6BBrO2
MW:
200.83
EINECS:
678-199-4
Product Categories:
  • Boronic Acids and Derivatives
  • Boronate Ester
  • blocks
  • Boronic Acid
  • Potassium Trifluoroborate
  • Pyridines
  • BoronicAcids
  • Bromides
  • B (Classes of Boron Compounds)
  • Boronic Acids
  • Aryl
  • Boronic Acids
Mol File:
244205-40-1.mol
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2-Bromophenylboronic acid Chemical Properties

Melting point:
113 °C(lit.)
Boiling point:
329.2±44.0 °C(Predicted)
Density 
1.67±0.1 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
Acetonitrile (Slightly), Chloroform (Slightly), DMSO (Slightly), Methanol (Sparingly)
form 
Powder
pka
8.25±0.58(Predicted)
color 
White to off-white
Water Solubility 
Soluble in methanol. Slightly soluble in water.
BRN 
8542615
CAS DataBase Reference
244205-40-1(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xn,Xi
Risk Statements 
36/37/38-22
Safety Statements 
37/39-26
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
29319090

MSDS

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2-Bromophenylboronic acid Usage And Synthesis

Chemical Properties

White to off-white powder

Uses

2-Bromobenzeneboronic acid is a boronic acid derivative that is widely used in organic synthesis for carbon-carbon bond formation. In Suzuki coupling, aryl halides and boronic acid aryl or vinyl esters or boronic acids are coupled using Pd(PPh3)4.

Application

2-Bromophenylboronic Acid is used as an inhibitor of the hormone sensitive lipase.
Catalyzes the formation of amide bonds from amines and carboxylic acids.
Used to promote greener amidations of carboxylic acids and amines in catalytic amounts. This technology avoids the requirement of preactivation of the carboxylic acid or use of coupling reagents.
It is also an important intermediate for Organic Light-Emitting Diod ( OLED) .

Preparation

2-Bromophenylboronic acid synthesis: take 2-bromoaniline as raw material, synthesize the intermediate 1-Bromo-2-iodobenzene through diazotization and iodination, and then carry out magnesium iodide exchange with isopropylmagnesium bromide to synthesize o-bromophenylmagnesium bromide, It is then subjected to substitution reaction with trimethyl borate to synthesize methyl o-bromophenylboronic acid, and then hydrolyzed to synthesize 2-bromophenylboronic acid.

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