3-(6-methyl-4,8-dioxo-1,3,6,2-dioxazaborocan-2-yl)benzoic acid

• ChemBase ID: 141607
• Molecular Formular: C12H12BNO6
• Molecular Mass: 277.03778
• Monoisotopic Mass: 277.07576751
• SMILES: B1(OC(=O)CN(CC(=O)O1)C)c1cccc(c1)C(=O)O
• Canonical SMILES: CN1CC(=O)OB(OC(=O)C1)c1cccc(c1)C(=O)O
• InChI: InChI=1S/C12H12BNO6/c1-14-6-10(15)19-13(20-11(16)7-14)9-4-2-3-8(5-9)12(17)18/h2-5H,6-7H2,1H3,(H,17,18)
• InChIKey: JRCDMNVJJJCDBU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(6-methyl-4,8-dioxo-1,3,6,2-dioxazaborocan-2-yl)benzoic acid
• IUPAC Traditional name: 3-(6-methyl-4,8-dioxo-1,3,6,2-dioxazaborocan-2-yl)benzoic acid
• Synonyms: 3-(6-Methyl-4,8-dioxo-1,3,6,2-dioxazaborocan-2-yl)benzoic acid; 3-Carboxyphenylboronic acid MIDA ester; 3-羧基苯硼酸甲基亚氨基二乙酸酯

Database IDs

• MDL Number: MFCD11215221
• PubChem SID: 162235841
• PubChem CID: 71310661

CALCULATED PROPERTIES

• Acid pKa: 4.096208
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.13648258
• LogD (pH = 7.4): -1.5526323
• Log P: 1.2429727
• Molar Refractivity: 63.0326 cm^3
• Polarizability: 26.258966 Å^3
• Polar Surface Area: 93.14 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 253-258 °C

Safety Information

• German water hazard class: 3

Product Information

• Purity: 96%
• Empirical Formula (Hill Notation): C12H12BNO6

DETAILS

Sigma Aldrich - 698091

General description
Excludes solvent of crystallization may contain up to 10 wt. % DMSO
Packaging
1, 5 g in glass bottle
Application
Suzuki Cross-Coupling with MIDA Boronates