[4-(6-methyl-4,8-dioxo-1,3,6,2-dioxazaborocan-2-yl)phenyl]boronic acid

• ChemBase ID: 142641
• Molecular Formular: C11H13B2NO6
• Molecular Mass: 276.84602
• Monoisotopic Mass: 277.09289794
• SMILES: B1(OC(=O)CN(CC(=O)O1)C)c1ccc(cc1)B(O)O
• Canonical SMILES: OB(c1ccc(cc1)B1OC(=O)CN(CC(=O)O1)C)O
• InChI: InChI=1S/C11H13B2NO6/c1-14-6-10(15)19-13(20-11(16)7-14)9-4-2-8(3-5-9)12(17)18/h2-5,17-18H,6-7H2,1H3
• InChIKey: RXUGTOKUNBZXQV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [4-(6-methyl-4,8-dioxo-1,3,6,2-dioxazaborocan-2-yl)phenyl]boronic acid
• IUPAC Traditional name: 4-(6-methyl-4,8-dioxo-1,3,6,2-dioxazaborocan-2-yl)phenylboronic acid
• Synonyms: Benzene-1-boronic acid-4-boronic acid MIDA ester; Benzene-1,4-diboronic acid mono-MIDA ester; 苯-1-硼酸-4-硼酸甲基亚氨基二乙酸酯; 苯-1,4-二硼酸甲基亚氨基二乙酸酯

Database IDs

• CAS Number: 1104665-01-1
• MDL Number: MFCD11656096
• PubChem SID: 162236867
• PubChem CID: 46739755

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.7626697
• LogD (pH = 7.4): 1.7346019
• Log P: 1.7683
• Molar Refractivity: 60.3219 cm^3
• Polarizability: 27.09572 Å^3
• Polar Surface Area: 96.3 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true
• Acid pKa: 8.491764

PROPERTIES

Physical Property

• Melting Point: 170-175 °C

Safety Information

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

Product Information

• Empirical Formula (Hill Notation): C11H13B2NO6

DETAILS

Sigma Aldrich - 704997

Packaging
1, 5, 25 g in glass bottle
Application
Suzuki Cross-Coupling with MIDA Boronates