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

• ChemBase ID: 142481
• Molecular Formular: C9H10BNO4S
• Molecular Mass: 239.056
• Monoisotopic Mass: 239.04235921
• SMILES: B1(OC(=O)CN(CC(=O)O1)C)c1cccs1
• Canonical SMILES: CN1CC(=O)OB(OC(=O)C1)c1cccs1
• InChI: InChI=1S/C9H10BNO4S/c1-11-5-8(12)14-10(15-9(13)6-11)7-3-2-4-16-7/h2-4H,5-6H2,1H3
• InChIKey: WWELVLHUROSDIA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-methyl-2-(thiophen-2-yl)-1,3,6,2-dioxazaborocane-4,8-dione
• IUPAC Traditional name: 6-methyl-2-(thiophen-2-yl)-1,3,6,2-dioxazaborocane-4,8-dione
• Synonyms: 2-Thiopheneboronic acid MIDA ester; 2-噻吩硼酸甲基亚氨基二乙酸酯

Database IDs

• CAS Number: 1158984-92-9
• MDL Number: MFCD15144786
• PubChem SID: 162236710
• PubChem CID: 50896246

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.7668269
• LogD (pH = 7.4): 1.7689725
• Log P: 1.769
• Molar Refractivity: 52.0421 cm^3
• Polarizability: 22.588436 Å^3
• Polar Surface Area: 55.84 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 189-194 °C

Safety Information

• German water hazard class: 1
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Empirical Formula (Hill Notation): C9H10BNO4S

DETAILS

Sigma Aldrich - 708828

Packaging
1, 5 g in glass bottle
Application

• Reactant for slow-release cross-coupling reactions1MIDA boronates as stable boronic acid surrogates for classically challenging cross-couplingsSuzuki Cross-Coupling with MIDA Boronates