(3,4-dimethoxyphenyl)boronic acid

• ChemBase ID: 8421
• Molecular Formular: C8H11BO4
• Molecular Mass: 181.98154
• Monoisotopic Mass: 182.07503923
• SMILES: c1(cc(c(cc1)OC)OC)B(O)O
• Canonical SMILES: COc1cc(ccc1OC)B(O)O
• InChI: InChI=1S/C8H11BO4/c1-12-7-4-3-6(9(10)11)5-8(7)13-2/h3-5,10-11H,1-2H3
• InChIKey: RCVDPBFUMYUKPB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3,4-dimethoxyphenyl)boronic acid
• IUPAC Traditional name: 3,4-dimethoxyphenylboronic acid
• Synonyms: 3,4-Dimethoxyphenylboronic acid; (3,4-dimethoxyphenyl)boronic acid; 3,4-Dimethoxybenzene boronic acid; 3,4-Dimethoxyphenylboronic acid; 3,4-Dimethoxybenzeneboronic acid; (3,4-dimethoxyphenyl)boranediol; 3,4-Dimethoxyphenylboronic acid; 3,4-Dimethoxybenzeneboronic acid; 3,4-二甲氧基苯硼酸

Database IDs

• CAS Number: 122775-35-3
• MDL Number: MFCD01074574
• Beilstein Number: 5334877
• PubChem SID: 160971728; 24871548
• PubChem CID: 2734702

CALCULATED PROPERTIES

• Acid pKa: 8.784906
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.1341759
• LogD (pH = 7.4): 1.116952
• Log P: 1.1344
• Molar Refractivity: 43.5299 cm^3
• Polarizability: 18.587776 Å^3
• Polar Surface Area: 58.92 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 238-240°C; 245-250 °C(lit.); 245-250°C; 249 - 250°C; ca 240°C
• Hydrophobicity(logP): 1.253

Safety Information

• Storage Warning: IRRITANT; Irritant/Keep Cold
• 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: ≥95.0%; 95%; 97%; 98%
• Linear Formula: (CH3O)2C6H3B(OH)2

DETAILS

Sigma Aldrich - 480118

Other Notes
Contains varying amounts of anhydride
Packaging
5, 25 g in glass bottle

REFERENCES

• Suzuki coupling (see Appendix 5) with 1-amino-2-bromonaphthalene derivatives has been used in a versatile synthesis of benzo[c]phenanthridine alkaloids: J. Chem. Soc., Perkin 1, 1647 (1996).