2-Bromophenylboronic acid
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
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)
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
- Language:English Provider:SigmaAldrich
- Language:English Provider:ACROS
- Language:English Provider:ALFA
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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