4,9-dioxatricyclo[5.3.0.02,6]decane-3,5,8,10-tetrone

• ChemBase ID: 149419
• Molecular Formular: C8H4O6
• Molecular Mass: 196.11376
• Monoisotopic Mass: 196.00078785
• SMILES: C12C(C3C1C(=O)OC3=O)C(=O)OC2=O
• Canonical SMILES: O=C1OC(=O)C2C1C1C2C(=O)OC1=O
• InChI: InChI=1S/C8H4O6/c9-5-1-2(6(10)13-5)4-3(1)7(11)14-8(4)12/h1-4H
• InChIKey: YGYCECQIOXZODZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4,9-dioxatricyclo[5.3.0.0^2,^6]decane-3,5,8,10-tetrone
• IUPAC Traditional name: 4,9-dioxatricyclo[5.3.0.0^2,^6]decane-3,5,8,10-tetrone
• Synonyms: 1,2,3,4-Cyclobutanetetracarboxylic dianhydride; Cyclobutanetetracarboxylic acid dianhydride; Cyclobutanetetracarboxylic dianhydride; Maleic anhydride cyclic dimer; Cyclobutane-1,2,3,4-tetracarboxylic dianhydride; 环丁烷四甲酸二酐

Database IDs

• CAS Number: 4415-87-6
• EC Number: 224-577-5
• MDL Number: MFCD00004944
• Beilstein Number: 1430553
• PubChem SID: 162243584; 24849922
• PubChem CID: 107280

CALCULATED PROPERTIES

• Acid pKa: 13.664861
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): -0.36240327
• LogD (pH = 7.4): -0.3624035
• Log P: -1.0624033
• Molar Refractivity: 36.9528 cm^3
• Polarizability: 15.3475895 Å^3
• Polar Surface Area: 86.74 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: >300 °C(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥94%
• Empirical Formula (Hill Notation): C8H4O6

DETAILS

Sigma Aldrich - 161330

Packaging
5 g in glass bottle
Application
Reactant for:
• Preparation of biologically and pharmacologically active molecules1,2
• Preparation of photosensitive polyimide material for high performance organic thin-film transistors3
• Selective crosslinking of polyimide for photonic devices4