methylboronic acid

• ChemBase ID: 10785
• Molecular Formular: CH5BO2
• Molecular Mass: 59.8602
• Monoisotopic Mass: 60.0382598
• SMILES: CB(O)O
• Canonical SMILES: CB(O)O
• InChI: InChI=1S/CH5BO2/c1-2(3)4/h3-4H,1H3
• InChIKey: KTMKRRPZPWUYKK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methylboronic acid
• IUPAC Traditional name: methylboronic acid
• Synonyms: Methaneboronic acid; Methylboronic acid; Methylboronic acid 98%; Methylboronic acid; 甲烷硼酸; 甲基硼酸; 甲硼酸

Database IDs

• CAS Number: 13061-96-6
• MDL Number: MFCD00002105
• Beilstein Number: 1731087
• PubChem SID: 24850133; 160974092
• PubChem CID: 139377

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.24587965
• LogD (pH = 7.4): -0.25974143
• Log P: -0.2457
• Molar Refractivity: 11.0749 cm^3
• Polarizability: 5.8200192 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true
• Acid pKa: 8.880884

PROPERTIES

Physical Property

• Melting Point: 88-90°C; 89-94°C; 91-94 °C(lit.)

Safety Information

• Storage Warning: Hygroscopic; IRRITANT; Irritant/Air Sensitive/Light Sensitive/Keep Cold/Store under Argon
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P280G-P305+P351+P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95%; 97%
• Linear Formula: CH3B(OH)2

DETAILS

Sigma Aldrich - 165336

Packaging
1, 5 g in glass bottle
Application
Reagent used for
• Palladium-catalyzed Stille and Suzuki-Miyaura cross-couplings1,2
• Microwave-heated heterogeneous Palladium (Pd)-catalytized reactions3
• Ruthenium (Ru)-catalyzed silylation reactions4
• Bis(aminotropone) Titanium (Ti) catalysts for ethylene polymerizations5
• Enantioselective asymmetric bromoaminocyclization and bromoaminocyclization using amino-thiocarbamate catalysts6,7Reagent used in Preparation of
• Common building blocks for pharmaceuticals and agrochemicals8
• Chrysin analogs by Suzuki-Miyaura coupling reactions9
• Casein kinase I inhibitors10
• Divergent C-H functionalizations directed by sulfonamide pharmacophores in drug discovery2