Benzolboronsäure
PhB(OH)2 · BENZENEBORONIC ACID · PHENYLBORIC ACID · phenyboronic · phenyldihydroxyborane · CAS:98-80-6 · phenyl-boronicaci · Phenylboranic acid
Identifikatoren & physikalische Daten
| CAS No. | 98-80-6 |
|---|---|
| Summenformel | C6H7BO2 |
| Durchschnittliche Molmasse | 121,93 g/mol |
| Monoisotopische Masse | 122,0539096 g/mol |
| SMILES | OB(O)c1ccccc1 |
| InChIKey | HXITXNWTGFUOAU-UHFFFAOYSA-N |
| PubChem CID | 66827 |
| ChEMBL | CHEMBL21485 |
| ChEBI | CHEBI:44923 |
| EC No. | 202-701-9 |
| DTXSID | DTXSID9059179 |
| Lokaler Name | Benzolboronsäure |
Chemische & physikalische Eigenschaften
| Polarare Oberfläche (TPSA) | 40,5 |
|---|---|
| H-Brücken-Donoren | 2 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 9 |
| Formalladung | 0 |
| Komplexität | 79 |
| Siedepunkt | 219 °C @760 [mm Hg]265.9±23.0 °C(Predicted) |
| Dampfdruck | 0.00000856 [mmHg] |
| Physical Description | Solid[Merck Index] White to off-white hygroscopic solid[Acros Organics MSDS] |
| Schmelzpunkt | 216-219 °C(lit.) |
| Dichte | 1.13±0.1 g/cm3(Predicted) |
| Lagerbedingungen | Keep in dark place,Sealed in dry,Room Temperature |
| Löslichkeit | Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)10 g/L (20 ºC) |
| Aggregatzustand | Crystalline Powder |
| pKa (Säurekonstante) | 8.83(at 25℃) |
| Farbe | White to off-white |
| Merck | 14,1068 |
| BRN | 970972 |
| Stabilität | Hygroscopic |
| InChI | 1S/C6H7BO2/c8-7(9)6-4-2-1-3-5-6/h1-5,8-9H |
| InChIKey | HXITXNWTGFUOAU-UHFFFAOYSA-N |
| SMILES | OB(O)c1ccccc1 |
| CAS Datenbank | 98-80-6(CAS DataBase Reference) |
| EPA chemische Informationen | Boronic acid, phenyl- (98-80-6) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH302 (96.6%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 208 reports by companies from 17 notifications to the ECHA C&L Inventory.Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| Regulatorische Informationen | Chemical: Boronic acid, phenyl-Benzeneboronic acid: Does not have an individual approval but may be used under an appropriate group standard |
| Gefahrenübersicht | Spontaneously converts to benzene boronic anhydride (C6-H5-B-O) in dry air[Merck Index] An irritantHarmful by ingestion[Acros Organics MSDS] See Boron. |
| Hazard Classes and Categories | Acute Tox. 4 (96.6%) |
| Protective Action Criteria (PAC) | 2.2 [mg/m3]24 [mg/m3]150 [mg/m3] |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29310095 |
| RTECS-Nr. | CY8575000 |
| R-Sätze (R) | 22-36/37/38-20/21/22 |
| Toxizität | LD50 orl-rat: 740 mg/kg 14KTAK -,693,64 |
| Gefahrensymbole | Xn,Xi,N |
| hazard_note | Harmful |
| Sicherheitshinweise (S) | 22-24/25-36/37/39-26-36 |
| Gefahrenklasse |
Anwendungen & Verwendung
Beschreibung
Die Phenylboronsäure bildet farblose, wasserunlösliche Kristalle. Die Verbindung besitzt nur wissenschaftliches Interesse.
Verwenden
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