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392251

Sigma-Aldrich

Benzo[k]fluoranthene

for fluorescence, ≥99%

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Synonym(s):
11,12-Benzofluoranthene, 2,3,1′,8′-Binaphthylene, 8,9-Benzfluoranthene
Empirical Formula (Hill Notation):
C20H12
CAS Number:
Molecular Weight:
252.31
Beilstein:
1873745
EC Number:
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23

grade

for fluorescence

Quality Level

Assay

≥99%

mp

215-217 °C (lit.)

solubility

95% ethanol: <1 mg/mL at 20 °C
DMSO: <1 mg/mL at 20 °C
H2O: <1 mg/mL at 20 °C
acetone: 1-10 mg/mL at 20 °C
methanol: <1 mg/mL at 20 °C
toluene: 5-10 mg/mL at 20 °C

SMILES string

c1ccc2cc-3c(cc2c1)-c4cccc5cccc-3c45

InChI

1S/C20H12/c1-2-6-15-12-19-17-10-4-8-13-7-3-9-16(20(13)17)18(19)11-14(15)5-1/h1-12H

InChI key

HAXBIWFMXWRORI-UHFFFAOYSA-N

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Application


  • Enhanced degradation of carcinogenic PAHs benzo (a) pyrene and benzo (k) fluoranthene by a microbial consortia: Bioremediation of high molecular weight PAHs with a combination of microorganisms (S Guntupalli, V Thunuguntla, 2016).

  • Biotransformation of the high‐molecular weight polycyclic aromatic hydrocarbon (PAH) benzofluoranthene by Sphingobium sp. strain KK22 and identification of metabolites: Biotransformation and identification of products from benzo[k]fluoranthene (AH Maeda, S Nishi, Y Hatada, Y Ozeki, 2014).

  • Investigation of the electrochemical properties of benzofluorenthene using a glassy carbon electrode and development of a square-wave voltammetric method for detection: Electrochemical behavior of benzo[k]fluorenthene and development of detection method (A Altun, Y Yardim, A Levent, 2023).

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Health hazardEnvironment

Signal Word

Danger

Hazard Statements

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 1B

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Hiroyuki Masaki et al.
The Analyst, 130(9), 1253-1257 (2005-08-13)
We developed a device and some systems for detecting benzo[a]pyrene (B[a]P) and benzo[k]fluoranthene (B[k]F). The device uses a UV light-emitting diode that emits light with a wavelength of 370 nm and a violet laser diode that emits light with a
K L Willett et al.
Toxicology and applied pharmacology, 177(3), 264-271 (2001-12-26)
Certainpolynuclear aromatic hydrocarbons (PAHs) such as benzo[a]pyrene (BaP) induce CYP1A-dependent enzyme activities. Because PAHs are ubiquitous environmental contaminants, and some are aryl hydrocarbon agonists, CYP1A has been used as a biomarker for PAH exposure. However, PAHs exist in the environment
L Q Pan et al.
Environmental pollution (Barking, Essex : 1987), 141(3), 443-451 (2005-11-08)
The effects of benzo(a)pyrene (BaP), benzo(k)fluoranthene (BkF) and their mixture on antioxidant enzyme activities and lipid peroxidation (LPO) levels of haemolymph of scallop (Chlamys ferrari) were studied. The superoxide dismutase (SOD) activities of 0.5 microg/L and 1.0 microg/L were significantly
Erin E Bessette et al.
Drug metabolism and disposition: the biological fate of chemicals, 33(3), 312-320 (2004-12-04)
Polycyclic aromatic hydrocarbons (PAHs) and heavy metals are often environmental cocontaminants that could interact to alter PAH carcinogenicity. The heavy metal, arsenite, and the PAH, benzo[k]fluoranthene, were used as prototypes to investigate, in human HepG2 cells, mechanisms whereby the bioactivation
Tohru Saitoh et al.
Talanta, 79(2), 177-182 (2009-06-30)
A simple and rapid method for the highly sensitive determination of polycyclic aromatic hydrocarbons (PAHs) in water was developed. Benzo[a]pyrene, benzo[k]fluoranthene, perylene, and pyrene in water were concentrated into sodium dodecyl sulfate (SDS)-alumina admicelles. The collection was performed by adding

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