dibutoxycyclobut-3-ene-1,2-dione

• ChemBase ID: 84034
• Molecular Formular: C12H18O4
• Molecular Mass: 226.26892
• Monoisotopic Mass: 226.12050906
• SMILES: O=C1C(=O)C(=C1OCCCC)OCCCC
• Canonical SMILES: CCCCOC1=C(C(=O)C1=O)OCCCC
• InChI: InChI=1S/C12H18O4/c1-3-5-7-15-11-9(13)10(14)12(11)16-8-6-4-2/h3-8H2,1-2H3
• InChIKey: XBRWELTXMQSEIN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: dibutoxycyclobut-3-ene-1,2-dione
• IUPAC Traditional name: squaric acid dibutyl ester
• Synonyms: 3,4-dibutoxycyclobut-3-ene-1,2-dione; Di-n-butyl squarate; Squaric acid di-n-butyl ester; 3,4-Di-n-butoxy-3-cyclobutene-1,2-dione; 3,4-二-正-丁氧基-3-环丁烯-1,2-二酮

Database IDs

• CAS Number: 2892-62-8
• MDL Number: MFCD00037150
• Beilstein Number: 1968189
• PubChem SID: 162071150
• PubChem CID: 65108

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.637414
• LogD (pH = 7.4): 2.637414
• Log P: 2.637414
• Molar Refractivity: 62.0448 cm^3
• Polarizability: 23.422491 Å^3
• Polar Surface Area: 52.6 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 155-158°C/3mm
• Flash Point: >110°C(230°F)
• Density: 1.047
• Refractive Index: 1.4950

Safety Information

• RTECS: GU1772066
• European Hazard Symbols: Irritant (Xi)
• Risk Statements: 36/38
• Safety Statements: 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319
• GHS Precautionary statements: P280-P305+P351+P338-P302+P352-P321-P362-P332+P313

Product Information

• Purity: 97%; 98%

REFERENCES

• Reaction with alkyl- or aryllithium compounds results in ring opening to give the corresponding symmetrical 2,3-dibutoxy-1,4-diketones in high yield: Tetrahedron., 51, 12373 (1995).