(p-Chlorphenyl)metaborsure

4-Chlorophenylboronic acid

HCID 74299CAS 1679-18-1

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Grundinformationen

Standard-SMILES: OB(O)c1ccc(Cl)cc1
InChIKey: CAYQIZIAYYNFCS-UHFFFAOYSA-N
Summenformel: C6H6BClO2
Durchschnittliche Molmasse: 156,38 g/mol
Monoisotopische Masse: 156,01493751

Namen und Bezeichner

Bevorzugter Name: 4-Chlorophenylboronic acid
IUPAC: (4-chlorophenyl)boronic acid
Lokaler Name: (p-Chlorphenyl)metaborsure
Englischer Name: 4-Chlorophenylboronic acid
Summenformel: C6H6BClO2
Molmasse: 156.37

Namen und Synonyme

4-Chlorophenylboronic acid1679-18-1(4-chlorophenyl)boronic acidp-Chlorophenylboronic acidBoronic acid, (4-chlorophenyl)-p-Chlorobenzeneboronic acidBenzeneboronic acid, p-chloro-Boronic acid, p-chlorophenyl(p-Chlorophenyl)metaboric acidNSC 25408EINECS 216-845-5AB2T8N4T4C

Weitere Namen anzeigen

4-CHLOROBENZENEBORONIC ACIDAC 34441WLN: QBQR DGAKOS BRN-0011RARECHEM AH PB 0178orobenzeneboronic Acid4-Chlorophenylboric acidp-chlorophenylboronic aci

BRN 2936346AI3-32764(P-CHLOROPHENYL)BORONIC ACIDNSC-254084-16-00-01667 (Beilstein Handbook Reference)B-(4-CHLOROPHENYL)BORONIC ACIDDTXSID50168427BORONIC ACID, B-(4-CHLOROPHENYL)-

Datenbank-Bezeichner

CAS: 1679-18-1
PubChem CID: 74299
DTXSID: DTXSID50168427
ChEMBL: CHEMBL1209679
UNII: AB2T8N4T4C
EC Number: 216-845-5
Nikkaji: J54.863D

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA): 40,5 Å²
H-Brücken-Donoren: 2
H-Brücken-Akzeptoren: 2
Frei drehbare Bindungen: 1
Schwere Atome: 10
Formalladung: 0
Komplexität: 102

Physikochemische Eigenschaften

Schmelzpunkt: 284 · 284-289 °C(lit.)
Siedepunkt: 295.4 · 295.4±42.0 °C(Predicted)
Dichte: 1.32 · 1.32±0.1 g/cm3(Predicted)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
Löslichkeit: DMSO
pka: 8.39 · 8.39±0.10(Predicted)
Aggregatzustand: Crystalline Powder
Farbe: Off-white to beige
Wasserlöslichkeit: 2.5 g/100 · 2.5 g/100 mL
BRN: 2936346 · 2936346
InChI: InChI=1S/C6H6BClO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4,9-10H
InChIKey: CAYQIZIAYYNFCS-UHFFFAOYSA-N
SMILES: B(C1=CC=C(Cl)C=C1)(O)O
CAS Datenbank: 1679 · 1679-18-1(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 9.7% (6 of 62) of reports.

Warning

H302 (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.

Gefahrenhinweise

Regulatory InformationStatus: Active Update: 24-04-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/24375

Hazard Classes and CategoriesAcute Tox. 4 (77.4%)

Sicherheitsdaten

wgk: 3
tsca: No
hs_code: 29319090
RTECS-Nr.: CY8950000
risk_code: 20/21/22-36/37/38
hazard_code: Xn,Xi
safety_code: 36-37/39-26
hazard_class: IRRITANT
Speicherklasse: 11 - Combustible Solids
Hazard Classifications: Acute Tox. 4 Oral

Chemie und Industrie

Anwendungen · 1 Eintrag

Verwenden4-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.