632724

4-Chlorophenylboronic acid pinacol ester

97%

• Synonym(s): 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)chlorobenzene
• Empirical Formula (Hill Notation): C₁₂H₁₆BClO₂
• CAS Number: 195062-61-4
• Molecular Weight: 238.52
• MDL number: MFCD05663875
• UNSPSC Code: 12352103
• PubChem Substance ID: 24882508
• NACRES: NA.22

Properties

• Assay: 97%
• form: solid
• mp: 50-55 °C (lit.)
• storage temp.: 2-8°C
• SMILES string: CC1(C)OB(OC1(C)C)c2ccc(Cl)cc2
• InChI: 1S/C12H16BClO2/c1-11(2)12(3,4)16-13(15-11)9-5-7-10(14)8-6-9/h5-8H,1-4H3
• InChI key: NYARTXMDWRAVIX-UHFFFAOYSA-N

Description

Application

4-Chlorophenylboronic acid pinacol ester can be used as a reagent in Suzuki-Miyaura cross-coupling reaction to form C-C bonds by reacting with different aryl halides over palladium catalysts.
It can also be used as a reactant:

• To prepare 2-(4-chlorophenyl)-4H-chromen-4-one by treating with 4-chromanone via one-pot palladium-catalyzed dehydrogenation and oxidative boron-Heck coupling reaction.
• In the ligand-enabled C-H bond activation reaction in the presence of a palladium catalyst.
• To synthesize biaryl amides via Cu-catalyzed C-H bond coupling of aryl arylamides.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302,H413
• Precautionary Statements: P273 - P301 + P312 + P330
• Hazard Classifications: Acute Tox. 4 Oral - Aquatic Chronic 4
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): >230.0 °F
• Flash Point(C): > 110 °C
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves