2-[4-(hydroxymethyl)phenyl]-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione

• ChemBase ID: 141606
• Molecular Formular: C12H14BNO5
• Molecular Mass: 263.05426
• Monoisotopic Mass: 263.09650295
• SMILES: B1(OC(=O)CN(CC(=O)O1)C)c1ccc(cc1)CO
• Canonical SMILES: OCc1ccc(cc1)B1OC(=O)CN(CC(=O)O1)C
• InChI: InChI=1S/C12H14BNO5/c1-14-6-11(16)18-13(19-12(17)7-14)10-4-2-9(8-15)3-5-10/h2-5,15H,6-8H2,1H3
• InChIKey: VWETVQJDIKPYID-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[4-(hydroxymethyl)phenyl]-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione
• IUPAC Traditional name: 2-[4-(hydroxymethyl)phenyl]-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione
• Synonyms: 2-(4-(Hydroxymethyl)phenyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione; 4-(Hydroxymethyl)phenylboronic acid MIDA ester; 4-(羟甲基)苯硼酸甲基亚氨基二乙酸酯

Database IDs

• CAS Number: 1072960-82-7
• MDL Number: MFCD11215229
• PubChem SID: 162235840
• PubChem CID: 71310660

CALCULATED PROPERTIES

• Acid pKa: 14.856789
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.3340693
• LogD (pH = 7.4): 1.3397274
• Log P: 1.3398
• Molar Refractivity: 62.5923 cm^3
• Polarizability: 26.325651 Å^3
• Polar Surface Area: 76.07 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 169-179 °C

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Empirical Formula (Hill Notation): C12H14BNO5

DETAILS

Sigma Aldrich - 698105

Packaging
1, 5 g in glass bottle
Protocols & Applications
Suzuki Cross-Coupling with MIDA Boronates