tetraphenylcyclopenta-2,4-dien-1-one

• ChemBase ID: 145150
• Molecular Formular: C29H20O
• Molecular Mass: 384.4685
• Monoisotopic Mass: 384.15141526
• SMILES: c1ccc(cc1)C1=C(C(=O)C(=C1c1ccccc1)c1ccccc1)c1ccccc1
• Canonical SMILES: O=C1C(=C(C(=C1c1ccccc1)c1ccccc1)c1ccccc1)c1ccccc1
• InChI: InChI=1S/C29H20O/c30-29-27(23-17-9-3-10-18-23)25(21-13-5-1-6-14-21)26(22-15-7-2-8-16-22)28(29)24-19-11-4-12-20-24/h1-20H
• InChIKey: PLGPSDNOLCVGSS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tetraphenylcyclopenta-2,4-dien-1-one
• IUPAC Traditional name: tetraphenylcyclopentadienone
• Synonyms: Tetraphenylcyclopentadienone; Tetracyclone; 四苯基环戊二烯酮

Database IDs

• CAS Number: 479-33-4
• EC Number: 207-530-3
• MDL Number: MFCD00001407
• Beilstein Number: 683115
• PubChem SID: 24900046; 162239360
• PubChem CID: 68068

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 7.407245
• LogD (pH = 7.4): 7.407245
• Log P: 7.407245
• Molar Refractivity: 123.4912 cm^3
• Polarizability: 47.64242 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 217-219°C; 217-220 °C(lit.)

Safety Information

• German water hazard class: 3
• TSCA Listed: 是
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C29H20O

DETAILS

Sigma Aldrich - T25801

Packaging
25, 100 g in poly bottle
5 g in glass bottle

REFERENCES

• Reaction with alkynes is accompanied by extrusion of CO to give the aromatic system; see, e.g. (diphenylacetylene): Org. Synth. Coll., 5, 604 (1973). Reaction with maleimide in nitrobenzene leads directly to the aromatized product: J. Heterocycl. Chem., 9, 1251 (1972).