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F1506

Sigma-Aldrich

9-Fluorenone

98%

Synonym(s):

9H-Fluorene-9-one, Fluoren-9-one (8CI)

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About This Item

Empirical Formula (Hill Notation):
C13H8O
CAS Number:
486-25-9
Molecular Weight:
180.20
Beilstein:
1636531
EC Number:
207-630-7
MDL number:
MFCD00001141
UNSPSC Code:
12352100
PubChem Substance ID:
24894771
NACRES:
NA.22

Assay

98%

bp

342 °C (lit.)

mp

80-83 °C (lit.)

SMILES string

O=C1c2ccccc2-c3ccccc13

InChI

1S/C13H8O/c14-13-11-7-3-1-5-9(11)10-6-2-4-8-12(10)13/h1-8H

InChI key

YLQWCDOCJODRMT-UHFFFAOYSA-N

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Application

9-Fluorenone has been extensively used as a precursor to synthesize a variety of organic electronic materials. Some of the general examples are:
  • Synthesis of host for the blue and green phosphorescent organic light emitting diodes (PHOLEDs).
  • Synthesis of fluorene-based molecular motors.
  • Synthesis of open-shell Chichibabin′s hydrocarbons as potential organic spintronic materials.
  • It also acts as a sensitizer in the formation of picene via photosensitization of 1,2-di(1-naphthyl)ethane.

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H319,H411

Precautionary Statements

P273 - P305 + P351 + P338

Hazard Classifications

Aquatic Chronic 2 - Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

325.4 °F

Flash Point(C)

163 °C

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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Novel carbazole/fluorene hybrids: Host materials for blue phosphorescent OLEDs.
Shih P I, et al.
Organic Letters, 8(13), 2799-2802 (2006)
Stable Tetrabenzo-Chichibabin?s hydrocarbons: tunable ground state and unusual transition between their closed-shell and open-shell resonance forms.
Zeng Z, et al.
Journal of the American Chemical Society, 134(35), 14513-14525 (2012)
Yufang Liu et al.
Journal of computational chemistry, 30(16), 2723-2727 (2009-04-29)
The geometric structures and infrared (IR) spectra in the electronically excited state of a novel doubly hydrogen-bonded complex formed by fluorenone and alcohols, which has been observed by IR spectra in experimental study, are investigated by the time-dependent density functional
Facile synthesis of picene from 1, 2-di (1-naphthyl) ethane by 9-fluorenone-sensitized photolysis.
Okamoto H, et al.
Organic Letters, 13(10), 2758-2761 (2011)
Jian Zhao et al.
Journal of the American Chemical Society, 129(16), 5288-5295 (2007-04-03)
Biologically interesting fluoren-9-one and xanthen-9-one derivatives have been prepared by a novel aryl to imidoyl palladium migration, followed by intramolecular arylation. The fluoren-9-one synthesis appears to involve both a palladium migration mechanism and a C-H activation process proceeding through an
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