362700

B-Chlorcatecholboran

97%

• Synonym(e): 2-Chlor-1,3,2-benzodioxaborol
• Empirische Formel (Hill-System): C₆H₄BClO₂
• CAS-Nummer: 55718-76-8
• Molekulargewicht: 154.36
• Beilstein: 2093985
• MDL-Nummer: MFCD00043395
• UNSPSC-Code: 12352101
• PubChem Substanz-ID: 24862330
• NACRES: NA.22

Eigenschaften

• Assay: 97%
• Form: solid
• mp (Schmelzpunkt): 56-58 °C (lit.)
• SMILES String: Clb1oc2ccccc2o1
• InChI: 1S/C6H4BClO2/c8-7-9-5-3-1-2-4-6(5)10-7/h1-4H
• InChIKey: AZYGEWXDKHFOKB-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

B-Chlorocatecholborane is a boron reagent and a Lewis acid, known to facilitate the borylative cyclization of alkynes to yield the borylated heterocycles. It is also used in the preparation of lactones, and thiophenes.

Anwendung

B-Chlorocatecholborane can be used:

• To prepare 2-arachidonoylglycerol by acetal cleavage of cis-arachidonoylbenzylidene glycerol.
• To prepare metal boryl complexes (Rh and Ir complexes) through oxidative addition.
• To remove the trityl group in one of the key steps for the synthesis of (−)-dictyostatin.

Sicherheitshinweise

• Piktogramme: GHS02,GHS05,GHS07
• Signalwort: Danger
• H-Sätze: H228,H314,H335
• P-Sätze: P210 - P240 - P260 - P280 - P303 + P361 + P353 - P305 + P351 + P338
• Gefahreneinstufungen: Flam. Sol. 1 - Skin Corr. 1B - STOT SE 3
• Zielorgane: Respiratory system
• Zusätzliche Gefahrenhinweise: EUH014
• Lagerklassenschlüssel: 4.1B - Flammable solid hazardous materials
• WGK: WGK 3
• Flammpunkt (°F): 140.0 °F - closed cup
• Flammpunkt (°C): 60 °C - closed cup
• Persönliche Schutzausrüstung: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges