3,4-dimethoxycyclobutane-1,2-dione

• ChemBase ID: 139909
• Molecular Formular: C6H8O4
• Molecular Mass: 144.12532
• Monoisotopic Mass: 144.04225874
• SMILES: COC1C(=O)C(=O)C1OC
• Canonical SMILES: COC1C(=O)C(=O)C1OC
• InChI: InChI=1S/C6H8O4/c1-9-5-3(7)4(8)6(5)10-2/h5-6H,1-2H3
• InChIKey: QFEKOOUBCPXIQU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,4-dimethoxycyclobutane-1,2-dione
• IUPAC Traditional name: 3,4-dimethoxycyclobutane-1,2-dione
• Synonyms: Dimethyl squarate; 3,4-Dimethoxy-3-cyclobutene-1,2-dione; 方酸二甲酯; 3,4-二甲氧基-3-环丁烯-1,2-二酮

Database IDs

• CAS Number: 5222-73-1
• MDL Number: MFCD00101316
• PubChem SID: 162234156; 24863502
• PubChem CID: 52953770

CALCULATED PROPERTIES

• Acid pKa: 11.700646
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 0.29964375
• LogD (pH = 7.4): 0.2996223
• Log P: 0.29964402
• Molar Refractivity: 31.9692 cm^3
• Polarizability: 12.73627 Å^3
• Polar Surface Area: 52.6 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 55-57 °C(lit.)

Safety Information

• German water hazard class: 3
• Risk Statements: 42/43
• Safety Statements: 22-24/25-26-36/37/39
• GHS Pictograms: GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H317-H334
• GHS Precautionary statements: P261-P280-P342 + P311
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: 99%
• Linear Formula: (CH3O)2C4(=O)2

DETAILS

Sigma Aldrich - 377406

Packaging
1, 5 g in glass bottle
Application
Starting material used to prepare o-quinodimethanes,1 benzocyclobutenes,1 and quinones.2,3