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299758

Sigma-Aldrich

2-Nitro-9-fluorenone

99%

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Empirical Formula (Hill Notation):
C13H7NO3
CAS Number:
Molecular Weight:
225.20
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

form

solid

mp

222-223 °C (lit.)

SMILES string

[O-][N+](=O)c1ccc2-c3ccccc3C(=O)c2c1

InChI

1S/C13H7NO3/c15-13-11-4-2-1-3-9(11)10-6-5-8(14(16)17)7-12(10)13/h1-7H

InChI key

AJEAHBZZHSLIQP-UHFFFAOYSA-N

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This Item
BCR308408026302295
2-Nitro-9-fluorenone 99%

Sigma-Aldrich

299758

2-Nitro-9-fluorenone

9-Nitroanthracene BCR®, certified reference material

BCR308

9-Nitroanthracene

form

solid

form

-

form

-

form

solid

mp

222-223 °C (lit.)

mp

141-144 °C (lit.)

mp

95-97 °C (lit.)

mp

75-77 °C (lit.)

General description

2-Nitro-9-fluorenone is a mutagenic photoproduct of u.v.a.-irradiated 2-aminofluorene. 2-Nitro-9-fluorenone was isolated from diesel-exhaust particles using a two-step fractionation scheme consisting of Sephadex LH20 chromatography and silica-gel thin-layer chromatography. Submicromolar concentrations of 2-nitro-9-fluorenone were quantitated by mercury meniscus modified silver solid amalgam electrode combined with direct current voltammetry or differential pulse voltammetry.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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

Certificates of Analysis (COA)

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G F Strniste et al.
Carcinogenesis, 7(3), 499-502 (1986-03-01)
Exposure of solutions of 2-aminofluorene (2-AF, dissolved in dimethylsulfoxide) to near ultraviolet light (u.v.a. wavelengths of 320-400 nm) results in the formation of a variety of photo-products, several of which are direct-acting mutagens in the Ames/Salmonella standard-plate assay. Previously published
Kari Kreander et al.
The Journal of pharmacy and pharmacology, 58(11), 1545-1552 (2006-11-30)
This study investigated the mutagenic, anti-mutagenic and cytotoxic effects of acetone extract of raspberry, Rubus idaeus L. (v. Ottawa) Rosaceae, and the isolated and characterized ellagitannin and anthocyanin fractions thereof, suitable for food applications. The studied raspberry extract and fractions
S Itoh et al.
Biochemistry, 30(22), 5340-5346 (1991-06-04)
One-carbonyl quinonoid compounds, fluorenone (fluoren-9-one), anthrone, and their derivatives are introduced into spinach photosystem (PS) I reaction centers in place of the intrinsic secondary electron acceptor phylloquinone (= vitamin K1). Anthrone and 2-nitrofluorenone fully mediated the electron-transfer reaction between the
2-Nitrofluorene and related compounds: prevalence and biological effects.
B Beije et al.
Mutation research, 196(2), 177-209 (1988-09-01)
W E Bechtold et al.
Mutation research, 173(2), 105-109 (1986-02-01)
Organic extracts of diesel-exhaust particles show direct mutagenic activity in the Salmonella typhimurium bacterial mutagenicity assay. Nitro-aromatic compounds are believed to be responsible for part of the mutagenicity. A previously unidentified polyfunctional nitro-aromatic compound, 2-nitro-9-fluorenone (2N-Fone) was isolated from diesel-exhaust

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