5-(6-methyl-4,8-dioxo-1,3,6,2-dioxazaborocan-2-yl)furan-2-carbaldehyde

• ChemBase ID: 141791
• Molecular Formular: C10H10BNO6
• Molecular Mass: 251.0005
• Monoisotopic Mass: 251.06011745
• SMILES: B1(OC(=O)CN(CC(=O)O1)C)c1ccc(o1)C=O
• Canonical SMILES: O=Cc1ccc(o1)B1OC(=O)CN(CC(=O)O1)C
• InChI: InChI=1S/C10H10BNO6/c1-12-4-9(14)17-11(18-10(15)5-12)8-3-2-7(6-13)16-8/h2-3,6H,4-5H2,1H3
• InChIKey: TXJROHJTTRUYBQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(6-methyl-4,8-dioxo-1,3,6,2-dioxazaborocan-2-yl)furan-2-carbaldehyde
• IUPAC Traditional name: 5-(6-methyl-4,8-dioxo-1,3,6,2-dioxazaborocan-2-yl)furan-2-carbaldehyde
• Synonyms: 5-(6-Methyl-4,8-dioxo-1,3,6,2-dioxazaborocan-2-yl)furan-2-carbaldehyde; 5-Formyl-2-furanboronic acid MIDA ester; 5-(6-甲基-4,8-二氧代-1,3,6,2-二噁唑硼烷-2-基)呋喃-2-甲醛; 5-甲酰-2-呋喃硼酸甲基亚氨基二乙酸酯

Database IDs

• CAS Number: 1104637-03-7
• MDL Number: MFCD12546038
• PubChem SID: 162236025
• PubChem CID: 71310696

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 0.7411913
• LogD (pH = 7.4): 0.7416936
• Log P: 0.7417
• Molar Refractivity: 54.0046 cm^3
• Polarizability: 22.770212 Å^3
• Polar Surface Area: 86.05 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 238-240 °C

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 2
• Risk Statements: 43
• Safety Statements: 36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H317
• GHS Precautionary statements: P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: 97% (H-NMR)
• Empirical Formula (Hill Notation): C10H10BNO6

DETAILS

Sigma Aldrich - 704547

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