647098

Phenylboronic acid pinacol ester

97%

• Synonym(s): (Pinacolboryl)benzene, 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane, Pinacol phenylboronate, cyclic tetramethylethylene ester benzeneboronic acid
• Empirical Formula (Hill Notation): C₁₂H₁₇BO₂
• CAS Number: 24388-23-6
• Molecular Weight: 204.07
• MDL number: MFCD00966985
• UNSPSC Code: 12352103
• PubChem Substance ID: 24883506
• NACRES: NA.22

Properties

• Assay: 97%
• form: solid
• mp: 27-31 °C (lit.)
• SMILES string: CC1(C)OB(OC1(C)C)c2ccccc2
• InChI: 1S/C12H17BO2/c1-11(2)12(3,4)15-13(14-11)10-8-6-5-7-9-10/h5-9H,1-4H3
• InChI key: KKLCYBZPQDOFQK-UHFFFAOYSA-N

Description

General description

Phenylboronic acid, pinacol ester, also known as boronate ester, is generally used in metal-catalyzed C-C bond formation reactions like Suzuki–Miyaura reaction.

Application

Phenylboronic acid pinacol ester can be used:

• To prepare sulfinamide derivatives by reacting with diethylaminosulfur trifluoride (DAST) and potassium phenyltrifluoroborate.
• As a substrate in the study of Suzuki–Miyaura coupling of various aryl iodides over SiliaCat Pd(0).

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302,H315,H319,H335
• Precautionary Statements: P261 - P264 - P270 - P301 + P312 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): 224.6 °F - closed cup
• Flash Point(C): 107 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves