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380946

Sigma-Aldrich

Naphtho[2,3-a]pyrene

technical grade

Synonyme(s) :

Naphtho[2,1,8-qra]naphthacene

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About This Item

Formule empirique (notation de Hill):
C24H14
Numéro CAS:
196-42-9
Poids moléculaire :
302.37
Numéro MDL:
MFCD00191469
Code UNSPSC :
12352100
ID de substance PubChem :
24863777

Qualité

technical grade

Pf

272-273 °C (lit.)

Chaîne SMILES 

c1ccc2cc3c(cc2c1)cc4ccc5cccc6ccc3c4c56

InChI

1S/C24H14/c1-2-5-18-14-22-20(12-17(18)4-1)13-19-9-8-15-6-3-7-16-10-11-21(22)24(19)23(15)16/h1-14H

Clé InChI

AXSJLZJXXUBRBS-UHFFFAOYSA-N

Description générale

Naphtho[2,3-a]pyrene (NP) is a polycyclic aromatic hydrocarbon. Its characterization in a bioassay analysis by employing Salmonella typhimurium strain YG1025 by HPLC has been proposed. It is widely employed material for organic electronic devices. Photolysis of naphtho[2,3-a]pyrene radical cations on irradiation with broadband ultraviolet/visible radiation have been investigated by Fourier transform ion cyclotron resonance mass spectroscopy.

Application

Naphtho[2,3-a]pyrene may be used in the following studies:
  • As test compound for the simultaneous mass spectrometric analysis of nonpolar and polar analytes by heat-assisted laser ablation electrospray ionization (HA-LAESI) method.
  • As donor material in the fabrication of organic solar cells (OSCs).
  • As blue and green emitting material in the fabrication of organic light-emitting diodes (OLEDs).
  • As charge transport channel in the fabrication of organic thin-film transistors (OTFTs).

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302 + H312 + H332

Classification des risques

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number
MKBQ7844V
MKBP6556V
MKBG4878V
11911CZ

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Naphtho [2, 3,a] pyrene as an efficient multifunctional organic semiconductor for organic solar cells, organic light-emitting diodes, and organic thin-film transistors.
Kwon J, et al.
Organic Electronics, 11(6), 1103-1110 (2010)
C Brian France et al.
Journal of the American Chemical Society, 125(42), 12712-12713 (2003-10-16)
Chiral domains have been prepared by evaporation of a two-dimensionally chiral molecule, naphtho[2,3-a]pyrene (NP), onto the hexagonal Au(111) surface in an ultrahigh vacuum environment. High-resolution UHV scanning tunneling microscopy (STM) showed that NP formed chiral domains consisting of only one
Photon-induced complete dehydrogenation of putative interstellar polycyclic aromatic hydrocarbon cations: Coronene and Naphtho [2, 3-a] pyrene.
Ekern SP, et al.
The Astrophysical Journal, 488(1), L39-L39 (1997)
Anu Vaikkinen et al.
Analytical chemistry, 85(1), 177-184 (2012-12-04)
A heat-assisted laser ablation electrospray ionization (HA-LAESI) method for the simultaneous mass spectrometric analysis of nonpolar and polar analytes was developed. The sample was introduced using mid-infrared laser ablation of a water-rich target. The ablated analytes were ionized with an
C H Marvin et al.
The Science of the total environment, 231(2-3), 135-144 (1999-09-03)
Bioassay-directed fractionation was used to characterise genotoxic polycyclic aromatic hydrocarbons (PAH) of molecular mass 302 amu in organic solvent extracts of coal tar-contaminated sediment from Sydney Harbour, Nova Scotia. A normal phase HPLC technique was employed to separate PAH-rich solvent
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