Basic information
- CAS
486-25-9- Standard SMILES
O=C1c2ccccc2-c2ccccc21- InChIKey
YLQWCDOCJODRMT-UHFFFAOYSA-N- Molecular formula
- C13H8O
- Average molar mass
- 180.2 g/mol
- Monoisotopic mass
- 180.05751487
Names & identifiers
- Preferred name
- Fluorenone
- IUPAC
- fluoren-9-one
- English name
- 9-Fluorenone
- Molecular formula
- C13H8O
- Molecular weight
- 180.2
Names & synonyms
9-Fluorenone486-25-99H-Fluoren-9-oneFluoren-9-oneFLUORENONEDiphenylene ketone9-OxofluoreneDTXSID6049307AZ9T83S2AQNSC-5181DTXCID5029263CHEBI:17922
Show more names
9-FLUORENONuorenoneDluoren-9-one9-Fluoreneone
RefChem:6603207-630-7C13H8OMFCD000011419H-Fluorene-9-oneCHEMBL571655CCRIS 593HSDB 5490
Database identifiers
- CAS
486-25-9- PubChem CID
- 10241
- DTXSID
DTXSID6049307- ChEMBL
CHEMBL571655- ChEBI
CHEBI:17922- UNII
- AZ9T83S2AQ
- EC Number
- 207-630-7
- Nikkaji
- J2.596H
Properties
Computed structural properties
- XLogP
- 3.6
- Topological polar surface area
- 17.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 0
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 222
Physicochemical properties
- Melting point
- 80 · 80-83 °C (lit.)
- Boiling point
- 342 °C · 342 °C (lit.)
- Density
- 0 · 0,9 g/cm3
- vapor pressure
- 0.005 · 0.005-0.2Pa at 20-50℃
- refractive index
- 1.6309 · 1.6309 (estimate)
- Flash point
- 163 °C · 163 °C
- storage temp.
- 30 °C · Store below +30°C.
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- Crystalline Powder or Flakes
- color
- Yellow
- Water Solubility
- insoluble
- BRN
- 1636531 · 1636531
- Henry's Law Constant
- 6.4 · 6.4×100 mol/(m3Pa) at 25℃, Abraham and Jr. (2019)
- Stability
- Stable. Combustible. Incompatible with strong oxidizing agents.
- InChI
- 1S/C13H8O/c14-13-11-7-3-1-5-9(11)10-6-2-4-8-12(10)13/h1-8H
- InChIKey
- YLQWCDOCJODRMT-UHFFFAOYSA-N
- SMILES
- O=C1c2ccccc2-c3ccccc13
- LogP
- 3.25 at · 3.25 at 25℃ and pH7.7
- CAS DataBase Reference
- 486 · 486-25-9(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 9 T83S2AQ · AZ9T83S2AQ
- NIST Chemistry Reference
- 9 H-Fluoren-9-one · 9H-Fluoren-9-one(486-25-9)
- EPA Substance Registry System
- 9 · 9-Fluorenone (486-25-9)
- UNSPSC Code
- 12352115 · 12352115
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07,GHS09
- Signal word
- Warning
- Hazard statements
- 319 · H319-H411
- Precautionary statements
- 273 · P273-P305+P351+P338
- PPE
- 95 · Eyeshields, Gloves, type N95 (US)
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 24 · 24/25-36/37/39-27-26
- WGK Germany
- 3 · 3
- RTECS
- 8925000 · LL8925000
- Autoignition Temperature
- 608 °C · 608 °C
- Hazard Note
- Irritant
- TSCA
- TSCA listed
- HS Code
- 29143900 · 29143900
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 2 Eye · Aquatic Chronic 2Eye Irrit. 2
- Hazardous Substances Data
- 486 · 486-25-9(Hazardous Substances Data)
- Toxicity
- 50 orally · LD50 orally in Rabbit: > 3900 mg/kg
- REACH Registrations
- Active
Safety & regulation
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- LL8925000
- hs_code
- 29143900
- Toxicity
- LD50 orally in Rabbit: > 3900 mg/kg
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07,GHS09
- hazard_code
- Xi
- hazard_note
- Irritant
- safety_code
- 24/25-36/37/39-27-26
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H319-H411
- REACH Registrations
- Active
- Hazard Classifications
- Aquatic Chronic 2Eye Irrit. 2
- Autoignition Temperature
- 608 °C
- Precautionary statements
- P273-P305+P351+P338
- Hazardous Substances Data
- 486-25-9(Hazardous Substances Data)
Chemistry & industry
Applications
Description9-fluorenone is an important intermediate for organic synthesis. It can be used to manufacture a variety of fine chemicals, mainly used as a modifier for the production of polymer materials, bisphenol fluorene, fluorenyl benzoxazine resin, acrylic resin, polyester, polycarbonate and epoxy resin. In the laboratory, fluorene was used as the raw material, dimethyl sulfoxide as the solvent, sodium hydroxide as the catalyst and oxygen as the oxidant. The oxidizing reaction was carried out by a tower packing reactor. The reaction solution was cooled and filtered to obtain a crude fluorenone. The content of crude fluorenone is 93%. We can recover 94% of the solvent and part of the crude fluorenone through distillation of the filtrate. The crude fluorenone is purified by directional crystallization to obtain yellow flaky fluorenone that have a purity of 99.8% or more.
Uses9-Fluorenone is used in the preparation of antimalarial drugs. It is a fluorene derivative. Further, it is used in functional polymer and in dyes.
Preparation methods
PreparationFluorenone can be produced by catalytic oxidation of fluorene, or of fluorene fractions in the presence of a quarternary ammonium salt, or by catalytic oxidative cracking (oxicracking) of a suitable aromatic.
Upstream & downstream products
Upstream raw materials
Downstream products
Additional notes
DefinitionChEBI: Fluoren-9-one is the simplest member of the class fluoren-9-ones that is 9H-fluorene bearing an oxo substituent at position 9. It has a role as a fungal xenobiotic metabolite.
Related reactions
88 records
Compound notes
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