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Merck
CN

P10801

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
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
208-945-2
MDL number:
Assay:
97%
Form:
powder
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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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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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
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



Global Trade Item Number

SKUGTIN
P10801-1G04061834353959