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fluorene
Sign in to saveAlso known as o-biphenylenemethane, 9H-fluorene
Fluorene , 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. Despite its name, it does not contain the element fluorine, but rather it comes from the violet fluorescence it exhibits. For commercial purposes it is obtained from coal tar, where it was discovered and named by Marcellin Berthelot in 1867.
Chemical data
- Formula
- C13H10
- Molecular weight
- 166.22 g/mol
- IUPAC name
- 9H-fluorene
- SMILES
- C1C2=CC=CC=C2C3=CC=CC=C31
- InChIKey
- NIHNNTQXNPWCJQ-UHFFFAOYSA-N
- XLogP
- 4.2
- Polar surface area
- 0 Ų
- H-bond donors
- 0
- H-bond acceptors
- 0
- Formal charge
- 0
via PubChem
Research
13,390 papers- Fluorene.IARC monographs on the evaluation of the carcinogenic risk of chemicals to humans · 1983
- Fluorene-based tau fibrillation sensor and inhibitor with fluorogenic and photo-crosslinking properties.Chemical communications (Cambridge, England) · 2023
- 2-Acetylamino-9-C14-Fluorene.Science (New York, N.Y.) · 1949
- Fluorene-Chloroquine Hybrids: Synthesis, in vitro Antiplasmodial Activity, and Inhibition of Heme Detoxification Machinery of Plasmodium falciparum.ChemMedChem · 2022
- Vinyl-Fluorene Molecular Wires for Voltage Imaging with Enhanced Sensitivity and Reduced Phototoxicity.Journal of the American Chemical Society · 2021
via PubMed
Wikidata facts
- Mass
- 166.078
Show 6 more facts
- Commons category
- Fluorene
- chemical formula
- C₁₃H₁₀
- canonical SMILES
- C1C2=CC=CC=C2C3=CC=CC=C31
- melting point
- 114.8
- ionization energy
- 7.89
- boiling point
- 295
via Wikidata · CC0
~3 min read
Article
8 sectionsContents
- Synthesis, structure, and reactivity
- Acidity
- Ligand properties
- Uses
- Fluorene dyes
- See also
- References
- External links
Fluorene , 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. Despite its name, it does not contain the element fluorine, but rather it comes from the violet fluorescence it exhibits. For commercial purposes it is obtained from coal tar, where it was discovered and named by Marcellin Berthelot in 1867.
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.