2-Bromophenylboronic acid
Synonym(s):o-Bromophenylboronic acid
- CAS NO.:244205-40-1
- Empirical Formula: C6H6BBrO2
- Molecular Weight: 200.83
- MDL number: MFCD01114672
- EINECS: 678-199-4
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-04-08 13:48:25
What is 2-Bromophenylboronic acid?
Chemical properties
White to off-white powder
The Uses of 2-Bromophenylboronic acid
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.
What are the applications of 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.
Properties of 2-Bromophenylboronic acid
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 (Spari |
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 for 2-Bromophenylboronic acid
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for 2-Bromophenylboronic acid
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