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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:
Molecular Weight:
180.20
Beilstein/REAXYS Number:
1636531
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

signalword

Warning

hcodes

Hazard Classifications

Aquatic Chronic 2 - Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

325.4 °F

flash_point_c

163 °C

ppe

Eyeshields, Gloves, type N95 (US)


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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
Hadi Beitollahi et al.
Talanta, 85(4), 2128-2134 (2011-08-30)
A carbon-paste electrode modified with 2,7-bis(ferrocenyl ethyl)fluoren-9-one (2,7-BF) and carbon nanotubes (CNTs) was used for the sensitive and selective voltammetric determination of N-acetylcysteine (NAC). The mediated oxidation of NAC at the modified electrode was investigated by cyclic voltammetry (CV). Also
Dustin Pagoria et al.
Biomaterials, 26(19), 4091-4099 (2005-01-25)
Recent evidence suggests that following visible-light (VL) irradiation, CQ and the CQ-related photosensitizers benzil (BZ), benzophenone (BP), and 9-fluorenone (9-F) generate initiating radicals that may indiscriminately react with molecular oxygen forming reactive oxygen species (ROS). The purpose of this investigation

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