HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HCID 74299Erstellt: 23. Oktober 2026
(p-Chlorphenyl)metaborsure
4-CHLOROBENZENEBORONIC ACID · P-CHLOROPHENYLBORONIC ACID · AC 34441 · NSC 25408 · WLN: QBQR DG · AKOS BRN-0011 · RARECHEM AH PB 0178 · orobenzeneboronic Acid
https://huagongshe.com/de/chemical/74299
Identifikatoren & physikalische Daten
| CAS No. | 1679-18-1 |
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| Summenformel | C6H6BClO2 |
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| Durchschnittliche Molmasse | 156,38 g/mol |
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| Monoisotopische Masse | 156,01493751 g/mol |
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| SMILES | OB(O)c1ccc(Cl)cc1 |
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| InChIKey | CAYQIZIAYYNFCS-UHFFFAOYSA-N |
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| PubChem CID | 74299 |
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| ChEMBL | CHEMBL1209679 |
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| EC No. | 216-845-5 |
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| DTXSID | DTXSID50168427 |
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| Lokaler Name | (p-Chlorphenyl)metaborsure |
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Chemische & physikalische Eigenschaften
| Polarare Oberfläche (TPSA) | 40,5 |
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| H-Brücken-Donoren | 2 |
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| H-Brücken-Akzeptoren | 2 |
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| Frei drehbare Bindungen | 1 |
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| Schwere Atome | 10 |
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| Formalladung | 0 |
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| Komplexität | 102 |
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| Schmelzpunkt | 284-289 °C(lit.) |
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| Siedepunkt | 295.4±42.0 °C(Predicted) |
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| Dichte | 1.32±0.1 g/cm3(Predicted) |
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| Lagerbedingungen | Keep in dark place,Sealed in dry,Room Temperature |
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| Löslichkeit | DMSO2.5 g/100 mL |
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| pKa (Säurekonstante) | 8.39±0.10(Predicted) |
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| Aggregatzustand | Crystalline Powder |
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| Farbe | Off-white to beige |
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| BRN | 2936346 |
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| InChI | InChI=1S/C6H6BClO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4,9-10H |
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| InChIKey | CAYQIZIAYYNFCS-UHFFFAOYSA-N |
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| SMILES | B(C1=CC=C(Cl)C=C1)(O)O |
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| CAS Datenbank | 1679-18-1(CAS DataBase Reference) |
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Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 9.7% (6 of 62) of reports.WarningH302 (77.4%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, 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 62 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
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| Regulatorische Informationen | Status: Active Update: 24-04-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/24375 |
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| Hazard Classes and Categories | Acute Tox. 4 (77.4%) |
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| Wassergefährdungsklasse (WGK) | 3 |
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| TSCA-Inventar-Status | No |
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| Zollcode | 29319090 |
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| RTECS-Nr. | CY8950000 |
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| R-Sätze (R) | 20/21/22-36/37/38 |
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| Gefahrensymbole | Xn,Xi |
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| Sicherheitshinweise (S) | 36-37/39-26 |
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| Gefahrenklasse | IRRITANTAcute Tox. 4 Oral |
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| Lagerklasse | 11 - Combustible Solids |
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Anwendungen & Verwendung
Verwenden
4-Chlorophenylboronic acid can be used as a reactant in:Palladium-catalyzed direct arylation.Cyclopalladation. Tandem-type Pd(II)-catalyzed oxidative Heck reaction and intramolecular C-H amidation. Copper-mediated ligandless aerobic fluoroalkylation. Pd-catalyzed arylative cyclization. Ruthenium catalyzed direct arylation. Ligand-free copper-catalyzed coupling reactions. Regioselective arylation and alkynylation by Suzuki-Miyaura and Sonogashira cross-coupling reactions. It can also be used to prepare: Substituted diarylmethylidenefluorenes via Suzuki coupling reaction.Baclofen lactam by Suzuki coupling of a pyrrolinyl tosylate, followed by hydrogenation reaction.Palladium(II) thiocarboxamide complexes as Suzuki coupling catalysts. Biaryls by Suzuki reactions of aryl chlorides, bromides, and iodides with arylboronic acids.
