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

• ChemBase ID: 141503
• Molecular Formular: C10H10BBrN2O4
• Molecular Mass: 312.9124
• Monoisotopic Mass: 311.99169921
• SMILES: B1(OC(=O)CN(CC(=O)O1)C)c1ccc(nc1)Br
• Canonical SMILES: CN1CC(=O)OB(OC(=O)C1)c1ccc(nc1)Br
• InChI: InChI=1S/C10H10BBrN2O4/c1-14-5-9(15)17-11(18-10(16)6-14)7-2-3-8(12)13-4-7/h2-4H,5-6H2,1H3
• InChIKey: QBUYZMWVRAWVGN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(6-bromopyridin-3-yl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione
• IUPAC Traditional name: 2-(6-bromopyridin-3-yl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione
• Synonyms: 2-(6-Bromo-3-pyridinyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione; 2-Bromopyridine-5-boronic acid MIDA ester; 6-Bromopyridine-3-boronic acid MIDA ester; 6-Bromo-3-pyridinylboronic acid MIDA ester; 2-(6-溴-3-吡啶基)-6-甲基-1,3,6,2-二氧氮杂硼烷-4,8-二酮; 2-溴吡啶-5-硼酸甲基亚氨基二乙酸酯; 6-溴吡啶-3-硼酸甲基亚氨基二乙酸酯; 6-溴-3-吡啶基硼酸甲基亚氨基二乙酸酯

Database IDs

• MDL Number: MFCD11215211
• PubChem SID: 162235737
• PubChem CID: 71310642

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.048261
• LogD (pH = 7.4): 2.0524464
• Log P: 2.0525
• Molar Refractivity: 62.0845 cm^3
• Polarizability: 25.97285 Å^3
• Polar Surface Area: 68.73 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 228-234 °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): C10H10BBrN2O4

DETAILS

Sigma Aldrich - 702269

Application
Suzuki Cross-Coupling with MIDA Boronates
Packaging
1, 5 g in glass bottle