431966

4-Formylphenylborsäure

≥95.0%

• Synonym(e): 4-(Dihydroxyboryl)-benzaldehyd, 4-Borono-benzaldehyd
• Lineare Formel: HCOC₆H₄B(OH)₂
• CAS-Nummer: 87199-17-5
• Molekulargewicht: 149.94
• Beilstein: 3030770
• MDL-Nummer: MFCD00151823
• UNSPSC-Code: 12352103
• PubChem Substanz-ID: 24867058
• NACRES: NA.22

Eigenschaften

• Qualitätsniveau: 100
• Assay: ≥95.0%
• mp (Schmelzpunkt): 237-242 °C (lit.)
• Funktionelle Gruppe: aldehyde
• SMILES String: OB(O)c1ccc(C=O)cc1
• InChI: 1S/C7H7BO3/c9-5-6-1-3-7(4-2-6)8(10)11/h1-5,10-11H
• InChIKey: VXWBQOJISHAKKM-UHFFFAOYSA-N

Beschreibung

Anwendung

4-Formylphenylboronic acid is a substrate for Suzuki cross-coupling reactions and it can be used as a reagent for:

• Palladium-catalyzed Suzuki-Miyaura cross-coupling in water.
• Copper-mediated ligandless aerobic fluoroalkylation of arylboronic acids with fluoroalkyl iodides.
• Ligand-free copper-catalyzed coupling of nitro arenes with arylboronic acids.
• Triethylamine-catalyzed three-component Hantzsch condensations.
• Copper-catalyzed nitrations.
• Oxidative mono-cleavage of dialkenes catalyzed by Trametes hirsuta.
• Palladacycle-catalyzed cross-coupling of arylboronic acids with carboxylic anhydrides or acyl chlorides.
• Palladium-catalyzed aerobic oxidative cross-coupling reactions.
• The synthesis of sensitizers with dithiafulvenyl unit as electron donor for high-efficiency dye-sensitized solar cells.
• The synthesis of a novel protein synthesis inhibitor active against Gram-positive bacteria.
• The Suzuki aryl-aryl coupling of the upper rim of hexahomotrioxacalix[3]arene.
• A rhodium-catalyzed cyclization, converting 1,5-enynes to cyclopentenes and spiro-cyclopentenes.

Sonstige Hinweise

Contains varying amounts of anhydride

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• H-Sätze: H317
• P-Sätze: P261 - P272 - P280 - P302 + P352 - P333 + P313 - P362 + P364
• Gefahreneinstufungen: Skin Sens. 1
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 1
• Persönliche Schutzausrüstung: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges