diethoxycyclobut-3-ene-1,2-dione

• ChemBase ID: 68820
• Molecular Formular: C8H10O4
• Molecular Mass: 170.1626
• Monoisotopic Mass: 170.0579088
• SMILES: C1(=O)C(=O)C(=C1OCC)OCC
• Canonical SMILES: CCOC1=C(C(=O)C1=O)OCC
• InChI: InChI=1S/C8H10O4/c1-3-11-7-5(9)6(10)8(7)12-4-2/h3-4H2,1-2H3
• InChIKey: DFSFLZCLKYZYRD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: diethoxycyclobut-3-ene-1,2-dione
• IUPAC Traditional name: diethoxycyclobut-3-ene-1,2-dione
• Synonyms: Diethyl squarate; 1,2-Diethoxy-3,4-dioxocyclobut-1-ene; 3,4-Diethoxycyclobut-3-ene-1,2-dione; Squaric acid diethyl ester; 3,4-Diethoxy-3-cyclobutene-1,2-dione; 3,4-Diethoxy-3-cyclobutene-1,2-dione; 3,4-二乙氧基-3-环丁烯-1,2-二酮

Database IDs

• CAS Number: 5231-87-8
• MDL Number: MFCD00001333
• Beilstein Number: 640626
• PubChem SID: 162034550
• PubChem CID: 123228

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 0.7032319
• LogD (pH = 7.4): 0.7032319
• Log P: 0.7032319
• Molar Refractivity: 43.7948 cm^3
• Polarizability: 16.112072 Å^3
• Polar Surface Area: 52.6 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 94-95°C/0.1mm; 95°C/0.1mm
• Flash Point: >110°C; >110°C(230°F)
• Density: 1.150; 1.162
• Refractive Index: 1.5090

Safety Information

• Storage Warning: IRRITANT; Irritant
• RTECS: GU1772466
• European Hazard Symbols: X
• Risk Statements: 36/37/38-42/43
• Safety Statements: 23-24-26-37-45
• TSCA Listed: false; 否
• GHS Pictograms: GHS07; GHS08
• GHS Hazard statements: H334-H315-H319-H317-H335
• GHS Precautionary statements: P285-P305+P351+P338-P302+P352-P321-P405-P501A

Product Information

• Purity: 95+%; 97%; 98%

REFERENCES

• For reaction with 1-lithiofuran and thermal rearrangement of the resulting 1-hydroxy-1-furanyl derivative to give, after oxidation, a furanoquinone, see: Org. Synth. Coll., 8, 179 (1993); other examples of annulated quinones are also listed.