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F1506

9-Fluorenone

Name: 9-Fluorenone
Brand: ALDRICH

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

Quality Level

200

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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Related Categories

Organic Building Blocks

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

GHS07,GHS09

Signal Word

Warning

Hazard Statements

H319,H411

Precautionary Statements

P273 - P305 + P351 + P338

Hazard Classifications

Aquatic Chronic 2 - Eye Irrit. 2

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)

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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)

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)

Time-dependent density functional theory study on the electronic excited-state geometric structure, infrared spectra, and hydrogen bonding of a doubly hydrogen-bonded complex.

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

Tuning the rotation rate of light-driven molecular motors.

Bauer J, et al.

The Journal of Organic Chemistry, 79(10), 4446-4455 (2014)

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