Tetraphenyl-2,4-cyclopentadien-1-one

HCID 68068

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Basic information

CAS: 479-33-4
Standard SMILES: O=C1C(c2ccccc2)=C(c2ccccc2)C(c2ccccc2)=C1c1ccccc1
InChIKey: PLGPSDNOLCVGSS-UHFFFAOYSA-N
Molecular formula: C29H20O
Average molar mass: 384.478 g/mol
Monoisotopic mass: 384.15141526

Names & identifiers

Preferred name: Tetraphenyl-2,4-cyclopentadien-1-one
IUPAC: 2,3,4,5-Tetraphenylcyclopenta-2,4-dien-1-one
English name: Tetraphenylcyclopentadienone
Molecular formula: C29H20O
Molecular weight: 384.47

Names & synonyms

TCCycloneTETRACYCLONE2,3,4,5-TetraphenylcyclopentadienoneTetracyclonopentadienoneCyclone (compound)RARECHEM AM UF S096Guinea TNF-α ELISA KITTetraphenylcylcopentadienone

Database identifiers

CAS: 479-33-4
PubChem CID: 68068
DTXSID: DTXSID1060059
ChEMBL: CHEMBL4534655
ChEBI: CHEBI:188913
UNII: E8CT23P8WP
EC Number: 207-530-3
Nikkaji: J1.539C

Properties

Physicochemical properties

Melting point: 217 · 217-220 °C (lit.)
Boiling point: 471.14 °C · 471.14°C (rough estimate)
Density: 1.0511 · 1.0511 (rough estimate)
refractive index: 1.602 · 1.6020 (estimate)
storage temp.: Sealed in dry,Room Temperature
form: Fine Crystalline Powder
color: Black
Water Solubility: Soluble in Benzene. Insoluble in water.
BRN: 683115 · 683115
Stability: Stable. Combustible. Light sensitive.
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
SMILES: O=C1C(c2ccccc2)=C(c3ccccc3)C(c4ccccc4)=C1c5ccccc5
CAS DataBase Reference: 479 · 479-33-4(CAS DataBase Reference)
FDA UNII: 8 CT23P8WP · E8CT23P8WP
NIST Chemistry Reference: Tetraphenylcyclopentadienone(479-33-4)
EPA Substance Registry System: 2 · 2,4-Cyclopentadien-1-one, 2,3,4,5-tetraphenyl- (479-33-4)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P301+P312-P302+P352-P304+P340-P305+P351+P338
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Safety Statements: 24 · 24/25-22
WGK Germany: 3 · 3
TSCA: TSCA listed
HS Code: 29143990 · 29143990
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
tsca: TSCA listed
hs_code: 29143990
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 24/25-22
Storage Class: 11 - Combustible Solids
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P301+P312-P302+P352-P304+P340-P305+P351+P338

Chemistry & industry

Applications · 1 item

UsesTetraphenylcyclopentadienone is a building block for several organic and organometallic compounds. It is also used as an efficient cyclone system or in re-circulation systems for the capturing of fine active pharmaceuticals and food ingredients.

Preparation methods · 1 item

PreparationTetraphenylcyclopentadienone can be synthesized by a double aldol condensation involving benzil and dibenzyl ketone in the presence of a basic catalyst.Tetraphenylcyclopentadienone has been prepared by the action of phenylmagnesium bromide on benzaldiphenylmaleide, and by reduction, dehydration, and oxidation of the methylenedesoxybenzoin obtained by condensing formaldehyde with desoxybenzoin. The present procedure is essentially that of Dilthey.Synthesis of tetraphenylcyclopentadienone