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Merck

F1506

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
207-630-7
Beilstein/REAXYS Number:
1636531
MDL number:
Assay:
98%
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InChI key

YLQWCDOCJODRMT-UHFFFAOYSA-N

InChI

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

SMILES string

O=C1c2ccccc2-c3ccccc13

assay

98%

bp

342 °C (lit.)

mp

80-83 °C (lit.)

Quality Level

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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

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)
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
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)
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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