Phenylboronic acid
Synonym(s):Benzeneboronic acid;Dihydroxyphenylborane;Phenylboric acid;Phenyl-boric acid;Phenyldihydroxyborane
- CAS NO.:98-80-6
- Empirical Formula: C6H7BO2
- Molecular Weight: 121.93
- MDL number: MFCD00002103
- EINECS: 202-701-9
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-05-10 14:01:29
What is Phenylboronic acid?
Description
Phenylboronic acid, or benzeneboronic acid, is prepared by the reaction of the Grignard reagent PhMgBr with B(OMe)3. It and its aryl-substituted derivatives are commonly used as building blocks in synthetic organic chemistry—most often in the Suzuki coupling reaction, in which a boronic acid reacts with an organic halide to form a carbon–carbon bond. Boronic acids’ reactions with 1,2- and 1,3-diols are useful for saccharide recognition.
The Uses of Phenylboronic acid
Phenylboronic Acid is a compound used in organic synthesis of various pharmaceutical goods.
Phenylboronic acid (PBA) and its derivatives can bind sugars and other diol compounds to form cyclic boronate esters. These esters bear negative charges. Due to this reaction, sugars can be detected by means of electrochemical and optical techniques.
PBA modified electrodes have been constructed as reagentless electrochemical sensors. There, PBA is absorbed on the electrode surface either as a self- assembled monolayer film ore a polymer thin film. Basically, for optical detection techniques for the detection of sugars, PBA is modified with a chromophore that should change its properties on reaction with a sugar.
Reaction of Phenylboronic acid with a sugar
What are the applications of Application
Phenylboronic acid is used in organic synthesis cross coupling reactions
Properties of Phenylboronic acid
Melting point: | 216-219 °C(lit.) |
Boiling point: | 265.9±23.0 °C(Predicted) |
Density | 1.13±0.1 g/cm3(Predicted) |
storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
solubility | Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly) |
form | Crystalline Powder |
color | White to off-white |
Water Solubility | 10 g/L (20 ºC) |
Sensitive | Hygroscopic |
Safety information for Phenylboronic acid
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H302:Acute toxicity,oral |
Precautionary Statement Codes |
P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P270:Do not eat, drink or smoke when using this product. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P501:Dispose of contents/container to..… |
Computed Descriptors for Phenylboronic acid
InChIKey | HXITXNWTGFUOAU-UHFFFAOYSA-N |
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