Tetraphenylcyclopentadienone

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Structural formula
Structural formula of tetraphenylcyclopentadienone
General
Surname Tetraphenylcyclopentadienone
other names
  • 2,3,4,5-tetraphenyl-2,4-cyclopentadien-1-one
  • Tetracyclone
Molecular formula C 29 H 20 O
Brief description

black solid

External identifiers / databases
CAS number 479-33-4
EC number 207-530-3
ECHA InfoCard 100,006,847
PubChem 68068
Wikidata Q2661932
properties
Molar mass 384.47 g mol −1
Physical state

firmly

Melting point

217-220 ° C

safety instructions
GHS labeling of hazardous substances
no GHS pictograms
H and P phrases H: no H-phrases
P: no P-phrases
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Tetraphenylcyclopentadienone is an aromatic chemical compound from the group of ketones and polycyclic aromatic hydrocarbons .

Extraction and presentation

Tetraphenylcyclopentadienone can be obtained by condensation of 1,3-diphenyl-2-propanone with benzil with base catalysis.

Synthesis of tetraphenylcyclopentadienone.png

properties

Tetraphenylcyclopentadienone is a dark purple to black solid. It reacts easily with dienophiles .

Tetraphenylcyclopentadienone in a 100 ml screw top jar. Produced by double aldol condensation from 1,3-diphenylacetone and benzil.

use

Tetraphenylcyclopentadienone is used for the synthesis of aromatic compounds and for studying Diels-Alder reactions .

See also

Individual evidence

  1. ↑ Data sheet Tetraphenylcyclopentadienone, 98% from AlfaAesar, accessed on June 22, 2015 ( PDF )(JavaScript required) .
  2. ↑ a b c d e data sheet tetraphenylcyclopentadienone, 98% from Sigma-Aldrich , accessed on June 22, 2015 ( PDF ).
  3. ↑ Donald L. Pavia: Introduction to Organic Laboratory Techniques A Small Scale Approach . Cengage Learning, 2005, ISBN 978-0-534-40833-6 , pp. 300 ( limited preview in Google Book Search).
  4. ↑ a b Kenneth Williamson, Katherine Masters: Macroscale and Microscale Organic Experiments . Cengage Learning, 2010, ISBN 978-0-538-73333-5 , pp. 645 ( limited preview in Google Book Search).