Fluorene

Fluorene /ˈflʊəriːn/, or 9H-fluorene is an organic compound with the formula (C6H4)2CH2. It forms white crystals that exhibit a characteristic, aromatic odor similar to that of naphthalene. It has a violet fluorescence, hence its name. For commercial purposes it is obtained from coal tar. It is insoluble in water and soluble in many organic solvents. Although sometimes classified as a polycyclic aromatic hydrocarbon, the five-membered ring has no aromatic properties. Fluorene is mildly acidic.

Not to be confused with Fluorane, Fluorine, Fluorone, or Fluorenone.
Fluorene
Names
Preferred IUPAC name
9H-Fluorene
Systematic IUPAC name
Tricyclo[7.4.0.02,7]trideca-2,4,6,9,11,13-hexaene
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.001.541
EC Number
  • 201-695-5
KEGG
PubChem CID
RTECS number
  • LL5670000
UNII
  • InChI=1S/C13H10/c1-3-7-12-10(5-1)9-11-6-2-4-8-13(11)12/h1-8H,9H2 Y
    Key: NIHNNTQXNPWCJQ-UHFFFAOYSA-N Y
  • InChI=1/C13H10/c1-3-7-12-10(5-1)9-11-6-2-4-8-13(11)12/h1-8H,9H2
    Key: NIHNNTQXNPWCJQ-UHFFFAOYAW
SMILES
  • c1ccc2c3ccccc3Cc2c1
Properties
C13H10
Molar mass 166.223 g·mol−1
Density 1.202 g/mL
Melting point 116 to 117 °C (241 to 243 °F; 389 to 390 K)
Boiling point 295 °C (563 °F; 568 K)
1.992 mg/L
Solubility organic solvents
log P 4.18
Acidity (pKa) 22.6
Magnetic susceptibility (χ)
 -110.5·10−6 cm3/mol
Hazards
NFPA 704 (fire diamond)
1
1
0
Flash point 152 °C (306 °F; 425 K)
Lethal dose or concentration (LD, LC):
LD50 (median dose)
 16000 mg/kg (oral, rat)
Safety data sheet (SDS) Sigma-Aldrich
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references
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