7-(tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-chromen-2-one

• ChemBase ID: 165000
• Molecular Formular: C15H17BO4
• Molecular Mass: 272.10408
• Monoisotopic Mass: 272.12198942
• SMILES: c1(ccc2c(c1)oc(=O)cc2)B1OC(C(O1)(C)C)(C)C
• Canonical SMILES: O=c1ccc2c(o1)cc(cc2)B1OC(C(O1)(C)C)(C)C
• InChI: InChI=1S/C15H17BO4/c1-14(2)15(3,4)20-16(19-14)11-7-5-10-6-8-13(17)18-12(10)9-11/h5-9H,1-4H3
• InChIKey: BSNRAQZLNMHAOJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-(tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-chromen-2-one
• IUPAC Traditional name: 7-(tetramethyl-1,3,2-dioxaborolan-2-yl)chromen-2-one
• Synonyms: 7-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-1-benzopyran-2-one; Coumarin-7-pinacolboronate

Database IDs

• CAS Number: 190788-61-5
• PubChem SID: 162259133
• PubChem CID: 46781076

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 3.3717
• LogD (pH = 7.4): 3.3717
• Log P: 3.3717
• Molar Refractivity: 71.2037 cm^3
• Polarizability: 29.368557 Å^3
• Polar Surface Area: 44.76 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate; Methanol
• Apperance: Off-White Solid
• Melting Point: 162-166°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - C755400

A novel water-soluble umbelliferone-based fluorescent probe for hydrogen peroxide.

REFERENCES

• Tilley, J., et al.: J. Med. Chem., 34, 1125 (1991)
• Harayama, T., et al.: Chem. Pharm. Bull., 42, 2170 (1991)
• Kabalka, G., et al.: Nucl. Med. Biol., 29, 841 (1991)
• Schoneich, C., et al.: Biochim. Biophys. Acta, 1703, 111 (1991)