tetrafluorocyclohexa-2,5-diene-1,4-dione

• ChemBase ID: 9551
• Molecular Formular: C6F4O2
• Molecular Mass: 180.0566128
• Monoisotopic Mass: 179.98344212
• SMILES: O=C1C(=C(F)C(=O)C(=C1F)F)F
• Canonical SMILES: FC1=C(F)C(=O)C(=C(C1=O)F)F
• InChI: InChI=1S/C6F4O2/c7-1-2(8)6(12)4(10)3(9)5(1)11
• InChIKey: JKLYZOGJWVAIQS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tetrafluorocyclohexa-2,5-diene-1,4-dione
• IUPAC Traditional name: tetrafluorocyclohexa-2,5-diene-1,4-dione
• Synonyms: Tetrafluoro-1,4-benzoquinone; 2,3,5,6-Tetrafluorocyclohexa-2,5-diene-1,4-dione; p-Fluoranil; Tetrafluoro-1,4-benzoquinone 97%; Tetrafluoro-1,4-benzoquinone; tetrafluorocyclohexa-2,5-diene-1,4-dione; Tetrafluoro-1,4-benzoquinone; p-Fluoranil; 四氟对苯醌; 对四氟苯醌

Database IDs

• CAS Number: 527-21-9
• EC Number: 208-411-9
• MDL Number: MFCD00001592
• Beilstein Number: 1875039
• PubChem SID: 24846640; 160972858
• PubChem CID: 68239

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.73455215
• LogD (pH = 7.4): 0.73455215
• Log P: 0.73455215
• Molar Refractivity: 31.8404 cm^3
• Polarizability: 10.516327 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 183-186 °C (subl.)(lit.); 183-186°C(sub); 183-186(subl.)°C; 185 - 186°C; ca 184°C subl.
• Hydrophobicity(logP): 0.9

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95%; 97%
• Linear Formula: C6F4(=O)2

DETAILS

Apollo Scientific Ltd - PC6740

High potential quinone; undergoes Diels-Alder cyclo-additions; complexes with a wide range of electron donors

Sigma Aldrich - 104353

Packaging
1, 5 g in glass bottle

REFERENCES

• For Diels-Alder cycloaddition reaction with cyclopentadiene, see: J. Org. Chem., 48, 707, (1983).
• High potential quinone, compare p-Chloranil, A13495.
• Forms complexes with a wide range of electron-donors including carbonyl compounds, esters, amides, lactones, lactams and alkyl iodides: J. Org. Chem., 53, 2163 (1988).