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12490

Sigma-Aldrich

11H-Benzo[a]fluorene

≥98.0%

Synonym(s):

1,2-Benzofluorene, Chrysofluorene

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About This Item

Empirical Formula (Hill Notation):
C17H12
CAS Number:
238-84-6
Molecular Weight:
216.28
Beilstein:
2046363
EC Number:
205-944-9
MDL number:
MFCD00039578
UNSPSC Code:
12352100
PubChem Substance ID:
57646998
NACRES:
NA.22

Quality Level

100

Assay

≥98.0%

mp

185-190 °C

solubility

dioxane: soluble 0.1 g/10 mL, clear, colorless

SMILES string

C1c2ccccc2-c3ccc4ccccc4c13

InChI

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

InChI key

HKMTVMBEALTRRR-UHFFFAOYSA-N

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Application

11H-Benzo[a]fluorene has been used in a study on 7H-benzo[c]fluorine, major lung DNA adductor component in coal tar.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

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A Koganti et al.
Carcinogenesis, 21(8), 1601-1609 (2000-07-27)
Coal tar is a complex mixture that exhibits high carcinogenic potency in lungs of animals when administered in the diet. Studies have noted that lung tumor induction does not correlate with the benzo[a]pyrene content of coal tar, suggesting that other
Benzo[a]fluorene.
IARC monographs on the evaluation of the carcinogenic risk of chemicals to humans, 32, 177-182 (1983-12-01)
Radoslaw S Laufer et al.
Journal of the American Chemical Society, 124(9), 1854-1855 (2002-02-28)
Theoretical and chemical studies of the reactivity of isoprekinamycin, the kinamycins, and the lomaiviticins support the proposal that these natural products exhibit enhanced diazonium salt character and may owe their antitumor antibiotic properties to their ability to act as electrophilic
C Atienza et al.
Organic letters, 3(2), 153-155 (2001-06-30)
[figure: see text] Thermal cyclization of 1-[2-(trimethylsilylethynyl)phenyl]-3-arylpropinones was expected to give benzo[b]fluorenones. However, benzo[a]-fluorenones were also formed as a result of a new rearrangement. These tetracycles possess the core structure of the fluostatins and isoprekinamycin.

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