2-cyclopropyl-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione

• ChemBase ID: 141580
• Molecular Formular: C8H12BNO4
• Molecular Mass: 196.99618
• Monoisotopic Mass: 197.08593827
• SMILES: B1(OC(=O)CN(CC(=O)O1)C)C1CC1
• Canonical SMILES: CN1CC(=O)OB(OC(=O)C1)C1CC1
• InChI: InChI=1S/C8H12BNO4/c1-10-4-7(11)13-9(6-2-3-6)14-8(12)5-10/h6H,2-5H2,1H3
• InChIKey: LLXFTRDFBQZFSN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-cyclopropyl-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione
• IUPAC Traditional name: 2-cyclopropyl-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione
• Synonyms: Methyliminodiacetic acid anhydride; Cyclopropylboronic acid methyliminodiacetic acid anhydride; Cyclopropylboronic acid MIDA ester; 环丙基硼酸甲基亚氨基二乙酸酐; 环丙基硼酸甲基亚氨基二乙酸酯

Database IDs

• CAS Number: 1104637-36-6
• MDL Number: MFCD11215247
• PubChem SID: 162235814
• PubChem CID: 44138342

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.097976
• LogD (pH = 7.4): 1.1041211
• Log P: 1.1042
• Molar Refractivity: 42.985 cm^3
• Polarizability: 19.117105 Å^3
• Polar Surface Area: 55.84 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 183-193 °C

Safety Information

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

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C8H12BNO4

DETAILS

Sigma Aldrich - 697311

Packaging
1, 5 g in glass bottle
Application
MIDA boronates as stable boronic acid surrogates for classically challenging cross-couplingsRepresentative Applications of MIDA boronates