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4-Nitrophenylboronic acid
RARECHEM AH PB 0141 · 4-Borononitrobenzene · 4-nitrophenylboric acid · P-NITROPHENYLBORONIC ACID · 4-NITROPHENYLBORONIC ACID · (4-Nitrophenyl)boronicaci · 4-NITROBENZENEBORONIC ACID · p-nitro-benzeneboronic acid
Identifikatoren & physikalische Daten
| CAS No. | 24067-17-2 |
|---|---|
| Summenformel | C6H6BNO4 |
| Durchschnittliche Molmasse | 166,93 g/mol |
| Monoisotopische Masse | 167,03898807 g/mol |
| SMILES | O=[N+]([O-])c1ccc(B(O)O)cc1 |
| InChIKey | NSFJAFZHYOAMHL-UHFFFAOYSA-N |
| PubChem CID | 2773552 |
| ChEMBL | CHEMBL91108 |
| EC No. | 627-647-7 |
| DTXSID | DTXSID50378549 |
Chemische & physikalische Eigenschaften
| Polarare Oberfläche (TPSA) | 86,3 |
|---|---|
| H-Brücken-Donoren | 2 |
| H-Brücken-Akzeptoren | 4 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 12 |
| Formalladung | 0 |
| Komplexität | 161 |
| Schmelzpunkt | 285-290°C (dec.) |
| Siedepunkt | 373.7±44.0 °C(Predicted) |
| Dichte | 1.40±0.1 g/cm3(Predicted) |
| Lagerbedingungen | Inert atmosphere,Room Temperature |
| Löslichkeit | DMF: 15 mg/mlDMSO: 15 mg/mlEthanol: 15 mg/mlEthanol:PBS (pH 7.2) (1:5): 0.16 mg/mlSlightly soluble in water. |
| pKa (Säurekonstante) | 7.04±0.10(Predicted) |
| Aggregatzustand | Crystalline Powder |
| Farbe | White to yellow |
| InChI | InChI=1S/C6H6BNO4/c9-7(10)5-1-3-6(4-2-5)8(11)12/h1-4,9-10H |
| InChIKey | NSFJAFZHYOAMHL-UHFFFAOYSA-N |
| SMILES | B(C1=CC=C([N+]([O-])=O)C=C1)(O)O |
| CAS Datenbank | 24067-17-2(CAS DataBase Reference) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH302 (87.5%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 48 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 4 (87.5%) |
| Wassergefährdungsklasse (WGK) | 3 |
| Zollcode | 29319090 |
| R-Sätze (R) | 22 |
| Gefahrensymbole | Xn |
| hazard_note | Harmful |
| Sicherheitshinweise (S) | 26-36/37/39-24/25 |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrenklasse | Acute Tox. 4 Oral |
Anwendungen & Verwendung
Beschreibung
4-Nitrobenzeneboronic acid is an arylboronic acid building block that has been used in the synthesis of phenols.
Verwenden
4-Nitrophenylboronic Acid is a useful synthetic intermediate. It is a reagent used for ligand-free palladium-catalyzed Suzuki-Miyaura cross-couplings, Ruthenium catalyzed direct arylation of benzylic sp3 carbons of acyclic amines and Diels-Alder or C-H activation reactions.