(4-methoxy-2-methylphenyl)boronic acid

• ChemBase ID: 32756
• Molecular Formular: C8H11BO3
• Molecular Mass: 165.98214
• Monoisotopic Mass: 166.08012461
• SMILES: c1(c(cc(cc1)OC)C)B(O)O
• Canonical SMILES: COc1ccc(c(c1)C)B(O)O
• InChI: InChI=1S/C8H11BO3/c1-6-5-7(12-2)3-4-8(6)9(10)11/h3-5,10-11H,1-2H3
• InChIKey: AMSQNQJCBXQYEX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4-methoxy-2-methylphenyl)boronic acid
• IUPAC Traditional name: 4-methoxy-2-methylphenylboronic acid
• Synonyms: 4-Methoxy-2-methylphenylboronic acid; 4-Methoxy-2-methylbenzeneboronic acid; 4-Methoxy-2-methylbenzeneboronic acid; 2-Methyl-4-methoxyphenylboronic acid; 4-METHOXY-2-METHYLPHENYLBORONIC ACID; 2-Methyl-4-methoxybenzeneboronic acid; 2-Methyl-4-methoxyphenylboronic acid; 4-Methoxy-2-methylbenzeneboronic acid; 4-Methoxy-2-methylphenylboronic acid; 4-甲氧基-2-甲基苯硼酸

Database IDs

• CAS Number: 208399-66-0
• EC Number: 000-000-0
• MDL Number: MFCD02684315
• Beilstein Number: 8111222
• PubChem SID: 160996063; 24883021
• PubChem CID: 2773486

CALCULATED PROPERTIES

• Acid pKa: 8.949998
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.8541467
• LogD (pH = 7.4): 1.8422942
• Log P: 1.8543
• Molar Refractivity: 42.1079 cm^3
• Polarizability: 17.815147 Å^3
• Polar Surface Area: 49.69 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 169-174 °C(lit.); 191°C

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 98%
• Linear Formula: CH3OC6H3(CH3)B(OH)2

DETAILS

Sigma Aldrich - 639370

Other Notes
Contains varying amounts of anhydride
Packaging
1, 5 g in glass bottle
Application
Reactant for preparation of biologically active molecules:
• Preparation of hydroxyphenylnaphthols as 17β-hydroxysteroid dehydrogenase Type 2 inhibitors1Reactant for:
• Preparation of axially-chiral biarylphosphonates by asymmetric Suzuki coupling catalyzed by palladium complexes with helically-chiral polyquinoxaline phosphine and polyphosphine copolymers2
• Preparation of arylpyrimidines and their use in regioselective acetoxylation3
• Preparation of N-arylated azoles via copper fluorapatite-catalyzed arylation4