6-methyl-2-[(1E)-prop-1-en-1-yl]-1,3,6,2-dioxazaborocane-4,8-dione

• ChemBase ID: 141181
• Molecular Formular: C8H12BNO4
• Molecular Mass: 196.99618
• Monoisotopic Mass: 197.08593827
• SMILES: B1(OC(=O)CN(CC(=O)O1)C)/C=C/C
• Canonical SMILES: C/C=C/B1OC(=O)CN(CC(=O)O1)C
• InChI: InChI=1S/C8H12BNO4/c1-3-4-9-13-7(11)5-10(2)6-8(12)14-9/h3-4H,5-6H2,1-2H3/b4-3+
• InChIKey: PKQGENZEEBZVIL-ONEGZZNKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-methyl-2-[(1E)-prop-1-en-1-yl]-1,3,6,2-dioxazaborocane-4,8-dione
• IUPAC Traditional name: 6-methyl-2-[(1E)-prop-1-en-1-yl]-1,3,6,2-dioxazaborocane-4,8-dione
• Synonyms: trans-1-Propenylboronic acid MIDA ester; 反式-1-丙烯基硼酸甲基亚氨基二乙酸酯

Database IDs

• CAS Number: 1104637-46-8
• MDL Number: MFCD11215252
• PubChem SID: 162235416
• PubChem CID: 71310577

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.4362293
• LogD (pH = 7.4): 1.4450859
• Log P: 1.4452
• Molar Refractivity: 45.4579 cm^3
• Polarizability: 19.579477 Å^3
• Polar Surface Area: 55.84 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 117-122 °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): C8H12BNO4

DETAILS

Sigma Aldrich - 701831

Packaging
1, 5, 25 g in glass bottle
Application
Reactant for:
• Tandem intramolecular Michael addition/alkene migration1MIDA boronates as stable boronic acid surrogates for classically challenging cross-couplingsSuzuki Cross-Coupling with MIDA Boronates