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Merck
CN

P10801

Sigma-Aldrich

Perinaphthenone

97%

Synonym(s):

1H-Benzonaphthen-1-one, 7-Perinaphthenone, Phenalenone, Phenalone

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About This Item

Empirical Formula (Hill Notation):
C13H8O
CAS Number:
Molecular Weight:
180.20
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level

Assay

97%

form

powder

mp

153-156 °C (lit.)

SMILES string

O=C1C=Cc2cccc3cccc1c23

InChI

1S/C13H8O/c14-12-8-7-10-4-1-3-9-5-2-6-11(12)13(9)10/h1-8H

InChI key

WWBGWPHHLRSTFI-UHFFFAOYSA-N

Application

Perinaphthenone can be used:
  • In the Weitz-Scheffer epoxidation to produce the corresponding epoxides in the presence of gem-dihydroperoxide as the stoichiometric oxidant.
  • As a photosensitizer in the photodegradation of tebuconazole.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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S Opitz et al.
Planta, 216(5), 881-889 (2003-03-08)
Phenylphenalenones represent a typical group of secondary metabolites of the Haemodoraceae. Some of these phenolic compounds show organ-specific distribution within the plant. However, detailed information on cellular localisation is still lacking. To this end, confocal laser-scanning microscopy, microspectral photometry and
Francisco Arriagada et al.
Pharmaceutics, 12(4) (2020-04-25)
The incorporation of pigments and natural polyphenols into inorganic matrices, resulting in a hybrid material that improves the resistance and chemical stability of the pigments and the antioxidant capacity of the materials, has been of great interest to the pharmaceutical
M A Biasutti et al.
The journal of peptide research : official journal of the American Peptide Society, 62(1), 11-18 (2003-06-06)
Kinetic aspects of the sensitized photooxidation of alpha- and beta-chymotrypsins have been studied at pH 6 and 8. The sensitization, employing classical O2(1Deltag)-photogenerators, such as xanthene dyes, is a kinetically intricate process because of the presence of ground state dye-protein
Mahmoud F Elsebai et al.
Natural product reports, 31(5), 628-645 (2014-04-02)
Covering up to the end of August 2013. Phenalenones are members of a unique class of natural polyketides exhibiting diverse biological potential. This is a comprehensive review of 72 phenalenones with diverse structural features originating from fungal sources. Their bioactive
Xiaopeng Chen et al.
Chemical communications (Cambridge, England), 47(9), 2628-2630 (2011-01-15)
Phenalenone derivatives were efficiently constructed from 1,8-diiodonaphthalene and tertiary propynols via a one-pot domino reaction which eventually included Pd-catalyzed Sonogoshira coupling, Pd-catalyzed allylic oxidation and Pd-catalyzed C(sp(2))-H activation. Moreover, the synthesized phenalenone derivative presented a practical application as a fluorescent

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