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

• ChemBase ID: 141128
• 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-ARJAWSKDSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 1105069-15-5
• MDL Number: MFCD11215245
• PubChem SID: 162235363
• PubChem CID: 71310564

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: 99-110 °C

Safety Information

• German water hazard class: 3

Product Information

• Empirical Formula (Hill Notation): C8H12BNO4

DETAILS

Sigma Aldrich - 698199

General description
May contain up to 10 wt. % dimethyl sulfoxide.
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