(4-methoxy-3,5-dimethylphenyl)boronic acid

• ChemBase ID: 32765
• Molecular Formular: C9H13BO3
• Molecular Mass: 180.00872
• Monoisotopic Mass: 180.09577468
• SMILES: c1(cc(c(c(c1)C)OC)C)B(O)O
• Canonical SMILES: COc1c(C)cc(cc1C)B(O)O
• InChI: InChI=1S/C9H13BO3/c1-6-4-8(10(11)12)5-7(2)9(6)13-3/h4-5,11-12H,1-3H3
• InChIKey: WZUCSPWZHRVOSD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4-methoxy-3,5-dimethylphenyl)boronic acid
• IUPAC Traditional name: 4-methoxy-3,5-dimethylphenylboronic acid
• Synonyms: 3,5-Dimethyl-4-methoxybenzeneboronic acid; (4-methoxy-3,5-dimethylphenyl)boronic acid; 3,5-Dimethyl-4-methoxyphenylboronic acid; 4-Methoxy-3,5-dimethylbenzeneboronic acid; 4-Methoxy-3,5-dimethylphenylboronic acid; 3,5-Dimethyl-4-methoxyphenylboronic acid; 3,5-Dimethyl-4-methoxybenzeneboronic acid; 4-Methoxy-3,5-dimethylbenzeneboronic acid; 3,5-二甲基-4-甲氧基苯硼酸; 4-甲氧基-3,5-二甲基苯硼酸

Database IDs

• CAS Number: 301699-39-8
• MDL Number: MFCD01114648
• Beilstein Number: 8205051
• PubChem SID: 160996072; 24881736
• PubChem CID: 3817586

CALCULATED PROPERTIES

• Acid pKa: 8.92073
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.321336
• LogD (pH = 7.4): 2.3086696
• Log P: 2.3215
• Molar Refractivity: 47.1491 cm^3
• Polarizability: 19.579624 Å^3
• Polar Surface Area: 49.69 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 235-242 °C(lit.); ca 237°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

Product Information

• Purity: ≥95%; 98%
• Linear Formula: (CH3)2C6H2OCH3B(OH)2

DETAILS

Sigma Aldrich - 598062

Other Notes
contains varying amounts of anhydride
Packaging
1, 10 g in glass bottle
Application
Reactant for:
• Preparation of biologically and pharmacologically active molecules1,2
• Suzuki and Stille cross-coupling reaction3
• Mizoroki-Heck arylation4
• Baeyer-Villiger oxidation5
• Rhodium-catalyzed asymmetric conjugate addition reactions6