2-(1-benzofuran-2-yl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione

• ChemBase ID: 141659
• Molecular Formular: C13H12BNO5
• Molecular Mass: 273.04908
• Monoisotopic Mass: 273.08085289
• SMILES: B1(OC(=O)CN(CC(=O)O1)C)c1cc2ccccc2o1
• Canonical SMILES: CN1CC(=O)OB(OC(=O)C1)c1cc2c(o1)cccc2
• InChI: InChI=1S/C13H12BNO5/c1-15-7-12(16)19-14(20-13(17)8-15)11-6-9-4-2-3-5-10(9)18-11/h2-6H,7-8H2,1H3
• InChIKey: ASPDKYQZQMDSKZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(1-benzofuran-2-yl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione
• IUPAC Traditional name: 2-(1-benzofuran-2-yl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione
• Synonyms: 2-(Benzofuran-2-yl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione; 2-Benzofuranboronic acid MIDA ester; 2-Benzofuranylboronic acid MIDA ester; 2-(苯并呋喃-2-基)-6-甲基-1,3,6,2-二氧氮杂硼烷-4,8-二酮; 苯并呋喃-2-硼酸甲基亚氨基二乙酸酯; 苯并呋喃-2-硼酸甲基亚氨基二乙酸酯

Database IDs

• CAS Number: 1104637-65-1
• MDL Number: MFCD11215209
• PubChem SID: 162235893
• PubChem CID: 71310674

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.3940089
• LogD (pH = 7.4): 2.3965673
• Log P: 2.3966
• Molar Refractivity: 63.8708 cm^3
• Polarizability: 28.224752 Å^3
• Polar Surface Area: 68.98 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 198-202 °C

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C13H12BNO5

DETAILS

Sigma Aldrich - 701106

Packaging
1, 5 g in glass bottle
Application
MIDA boronates as stable boronic acid surrogates for classically challenging cross-couplings1,2Suzuki Cross-Coupling with MIDA Boronates