2-(2-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

• ChemBase ID: 88165
• Molecular Formular: C13H19BO3
• Molecular Mass: 234.09916
• Monoisotopic Mass: 234.14272487
• SMILES: B1(c2c(cccc2)OC)OC(C(O1)(C)C)(C)C
• Canonical SMILES: COc1ccccc1B1OC(C(O1)(C)C)(C)C
• InChI: InChI=1S/C13H19BO3/c1-12(2)13(3,4)17-14(16-12)10-8-6-7-9-11(10)15-5/h6-9H,1-5H3
• InChIKey: ASDFSWMHZSWXPO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• IUPAC Traditional name: 2-(2-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• Synonyms: 2-(2-Methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; 2-Methoxy-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene; o-(Pinacolboryl)anisol; 2-Methoxyphenylboronic Acid Pinacol Ester; 2-Methoxybenzeneboronic acid pinacol ester; 2-(2-METHOXYPHENYL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE; 2-Methoxybenzeneboronic acid, pinacol ester 97%; 2-甲氧基苯硼酸频哪酯

Database IDs

• CAS Number: 190788-60-4
• MDL Number: MFCD05863916
• PubChem SID: 162075194
• PubChem CID: 11402049

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 3.6477
• LogD (pH = 7.4): 3.6477
• Log P: 3.6477
• Molar Refractivity: 62.1763 cm^3
• Polarizability: 26.518795 Å^3
• Polar Surface Area: 27.69 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 78-80°C; 78-80°C

Safety Information

• Storage Warning: Irritant
• TSCA Listed: 否

Product Information

• Purity: 97%; 98%

DETAILS

Toronto Research Chemicals - M265900

2-Methoxyphenylboronic Acid Pinacol Ester is used in the preparation of inhibitors of TGF-β1 and activin A signalling.

REFERENCES

• Ciayadi, R. et al.: Bioorg. Med. Chem. Lett., 21, 5642 (2011)