4-Hydroxyphenylboronic acid

HCID 2734360CAS 71597-85-8

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Grundinformationen

Standard-SMILES: OB(O)c1ccc(O)cc1
InChIKey: COIQUVGFTILYGA-UHFFFAOYSA-N
Summenformel: C6H7BO3
Durchschnittliche Molmasse: 137,93 g/mol
Monoisotopische Masse: 138,04882448

Namen und Bezeichner

Bevorzugter Name: 4-Hydroxyphenylboronic acid
IUPAC: (4-hydroxyphenyl)boronic acid
Englischer Name: 4-Hydroxyphenylboronic acid
Summenformel: C6H7BO3
Molmasse: 137.93

Namen und Synonyme

4-Hydroxyphenylboronic acid71597-85-8(4-HYDROXYPHENYL)BORONIC ACIDDTXSID00370250RefChem:524064DTXCID40321286615-307-04-Hydroxybenzeneboronic Acid4-HydroxyphenylboronicacidMFCD01074628(P-HYDROXYPHENYL)BORONIC ACIDSCHEMBL8912

Weitere Namen anzeigen

ACF2AKOS BRN-0188RARECHEM AH PB 02224-Hydroxybenzeneboronic4-DIHYDROXYBORANYL-PHENOL4-Hydroxyphenylboronicaci

4-hydroxy phenyl boronic acid(4-hydroxyphenyl) boronic acid(4-hydroxyphenyl)-boronic acidCHEMBL3218996AKOS000285078Z3360800064-BoronophenolBoronic acid, (4-hydroxyphenyl)-

Datenbank-Bezeichner

CAS: 71597-85-8
PubChem CID: 2734360
DTXSID: DTXSID00370250
ChEMBL: CHEMBL3218996
UNII: U8AX2ASL53
EC Number: 615-307-0
Nikkaji: J1.751.106H

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA): 60,7 Å²
H-Brücken-Donoren: 3
H-Brücken-Akzeptoren: 3
Frei drehbare Bindungen: 1
Schwere Atome: 10
Formalladung: 0
Komplexität: 99,2

Physikochemische Eigenschaften

Schmelzpunkt: 230 °C · >230 °C (lit.)
Siedepunkt: 351.4 · 351.4±44.0 °C(Predicted)
Dichte: 1.32 · 1.32±0.1 g/cm3(Predicted)
storage temp.: Inert atmosphere,Room Temperature
Löslichkeit: soluble in Acetonitrile, DMSO, Methanol
Aggregatzustand: Powder
pka: 9.09 · 9.09±0.10(Predicted)
Farbe: Off-white to light brown
Wasserlöslichkeit: 25 g/L · 25 g/L
BRN: 2963491 · 2963491
InChI: InChI=1S/C6H7BO3/c8-6-3-1-5(2-4-6)7(9)10/h1-4,8-10H
InChIKey: COIQUVGFTILYGA-UHFFFAOYSA-N
SMILES: B(C1=CC=C(O)C=C1)(O)O
CAS Datenbank: 71597 · 71597-85-8(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H315 (96.2%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 52 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazard Classes and CategoriesSkin Irrit. 2 (96.2%)

Sicherheitsdaten

wgk: 3
tsca: No
hs_code: 2931 90 00
risk_code: 36/37/38-34
hazard_code: Xi,C
safety_code: 26-36-37/39-45-36/37/39-27
hazard_class: IRRITANT
Speicherklasse: 11 - Combustible Solids
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2

Chemie und Industrie

Anwendungen · 1 Eintrag

Verwenden4-Hydroxyphenylboronic acid can be used as a reactant in:Suzuki-Miyaura coupling and Stille coupling reactions.Palladium-catalyzed aminocarbonylation and cross-coupling reactions. Suzuki reaction for preparation of bio-supported palladium nanoparticles as phosphine-free catalysts. Cu2O-catalyzed aerobic oxidative cross-coupling of tetrazoles. It can also be used to prepare/promote:PDK1 inhibitory activity (cancer cell growth, survival, and tumorigenesis inhibitor). Rod-like dendronized polymers containing G4 and G5 ester dendrons via macromonomer approach by living ROMP. Estrone-derived cyclopamine analogs as Sonic Hedgehog signaling inhibitors for anti-cancer chemotherapeutics. Enzymatic inhibitors for the treatment of Gram-negative bacterial infections. Oligoarenes by Suzuki-Miyaura palladium-catalyzed cross-coupling.