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123595

Sigma-Aldrich

2,3-Benzofluorene

98%

Synonym(s):

11H-Benzo[b]fluorene, Isonaphthofluorene

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About This Item

Empirical Formula (Hill Notation):
C17H12
CAS Number:
243-17-4
Molecular Weight:
216.28
Beilstein/REAXYS Number:
2046365
EC Number:
205-952-2
MDL number:
MFCD00003595
UNSPSC Code:
12352100
PubChem Substance ID:
24847577
NACRES:
NA.22

assay

98%

form

solid

mp

211-213 °C (lit.)

solubility

methanol: soluble

SMILES string

C1c2ccccc2-c3cc4ccccc4cc13

InChI

1S/C17H12/c1-2-6-13-11-17-15(9-12(13)5-1)10-14-7-3-4-8-16(14)17/h1-9,11H,10H2

InChI key

HAPOJKSPCGLOOD-UHFFFAOYSA-N

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General description

2,3-Benzofluorene was identified in a coal liquid (solvent-refined coal) product by synchronous fluorescence and the room-temperature phosphorescence methods. It inhibits estradiol-dependent reporter activity in yeast.

Application

2,3-Benzofluorene was used in three way analysis of fluorescence excitation-emission matrices of mixtures of polycyclic aromatic hydrocarbons. It was used as standard to detect the ambient particle-bound polycyclic aromatic hydrocarbons by a real-time aerosol mass spectrometer.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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A Staicu et al.
The Journal of chemical physics, 129(7), 074302-074302 (2008-12-03)
The S(1)((1)A('))<--S(0)((1)A(')) absorption spectrum of jet-cooled 2,3-benzofluorene (Bzf) has been measured by cavity ring-down spectroscopy. The potential energy surfaces of the S(n=0,1,2) states of Bzf have been investigated with calculations based on the time-dependent density functional theory (TD-DFT). At the
D Q Tran et al.
Biochemical and biophysical research communications, 229(1), 101-108 (1996-12-04)
Polynuclear aromatic hydrocarbons (PAH) represent a large class of chemicals present in environment. We have used yeast strain ER(wt) expressing human estrogen receptor (hER) and an estrogen-sensitive reporter to characterize the estrogenic or anti-estrogenic activities of 21 PAHs. The PAHs
Direct determination of selected polynuclear aromatic hydrocarbons in a coal liquefaction product by synchronous luminescence techniques.
Vo-Dinh T and Martinez PR.
Analytica Chimica Acta, 125, 13-19 (1981)
Shugao Zhu et al.
Organic & biomolecular chemistry, 10(18), 3696-3704 (2012-04-13)
We report in this paper an interesting tandem reaction involving sequential palladium(0)-catalyzed decarboxylation of diynylic carbonates, intramolecular nucleophilic cyclization and Schmittel reaction, which provides a facile method for the synthesis of a variety of polycyclic benzo[b]fluorene derivatives from easily accessible
Benzo[b]fluorene.
IARC monographs on the evaluation of the carcinogenic risk of chemicals to humans, 32, 183-187 (1983-12-01)
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