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Triphenylene

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CAS:217-59-4
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Triphenylene manufacturers

  • Triphenylene
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  • CAS:217-59-4
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  • 2023-11-09
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  • Triphenylene
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  • 2023-09-26
  • CAS:217-59-4
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Triphenylene Basic information
Product Name:Triphenylene
Synonyms:benzo(1)phenanthrene;benzo[e]phenanthrene;Triphenylene (purity);TRIPHENYLENE, FOR FLUORESCENCE;52687, Triphenylene (purity);TRIPHENYLENE, 100MG, NEAT;TRIPHENYLENE OEKANAL, 100 MG;benzo(l)phenathrene
CAS:217-59-4
MF:C18H12
MW:228.29
EINECS:205-922-9
Product Categories:Aromatic Hydrocarbons (substituted) & Derivatives;Naphthyridine,Quinoline;OLED materials,pharm chemical,electronic
Mol File:217-59-4.mol
Triphenylene Structure
Triphenylene Chemical Properties
Melting point 195-198 °C(lit.)
Boiling point 438 °C(lit.)
density 1.302
refractive index 1.5500 (estimate)
Fp 438°C
storage temp. Sealed in dry,Room Temperature
solubility Soluble in ethanol, benzene, acetic acid, oils and chloroform.
form Crystalline Needles
color White to beige
Water Solubility 6.6ug/L(25.00 ºC)
λmax335nm(Hexane)(lit.)
Merck 14,9740
BRN 1342908
InChIKeySLGBZMMZGDRARJ-UHFFFAOYSA-N
CAS DataBase Reference217-59-4(CAS DataBase Reference)
IARC3 (Vol. Sup 7, 92) 2010
NIST Chemistry ReferenceTriphenylene(217-59-4)
EPA Substance Registry SystemTriphenylene (217-59-4)
Safety Information
Hazard Codes Xi,N
Risk Statements 41-50/53
Safety Statements 22-24/25-61-60-39-26
RIDADR UN 3077 9/PG 3
WGK Germany 3
RTECS YK2925000
HazardClass 9
PackingGroup 
HS Code 29029090
MSDS Information
ProviderLanguage
9,10-Benzophenanthrene English
SigmaAldrich English
ACROS English
ALFA English
Triphenylene Usage And Synthesis
Chemical Propertieswhite to beige crystalline needles
UsesTriphenylene is a polycyclic aromatic hydrocarbon (PAH) that can be isolated from coal tar. Triphenylene emits fluorescence in the ultraviolet region and is a useful compound for developing semiconductor devices.
DefinitionChEBI: Triphenylene is an ortho-fused polycyclic arene consisting of four fused benzene rings.
ApplicationTriphenylene is an important basic skeleton monomer of polycyclic aromatic hydrocarbons. It can be used to synthesize macromolecular compounds with multi-conjugated structure, and is widely used in the research of organic supramolecular materials.Triphenylene is used in optics and electronics. It is also used as a discotic mesogen in liquid crystalline materials. Further, it is a compound that fluoresces in the ultraviolet region. In addition to this, it is used in the preparation of triphenylene-2-carbaldehyde.
PreparationTriphenylene synthesis: 2-Chlorobenzoic acid(78mg, 0.5mmol), iodonium salt (236mg, 0.55mmol), palladium acetate (2.8mg, 0.0125mmol), potassium carbonate (152mg, 1.1mmol) were dissolved in 3mL of NMP solvent was heated to 110 °C and stirred for 17 hours, cooled to room temperature, extracted with ethyl acetate, washed with saturated sodium chloride solution, dried over anhydrous sodium sulfate, filtered, concentrated, and subjected to column chromatography to obtain 92 mg of triphenylene as a white solid, The yield was 80%.
Synthesis Reference(s)Synthesis, p. 756, 1992 DOI: 10.1055/s-1992-26218
General DescriptionTriphenylene belongs to the class of polycyclic aromatic hydrocarbons, which is commonly employed as a substrate for use as a precursor for the synthesis of graphenes, carbon nanotubes, buckminsterfullerenes as well as polycyclic heteroaromatics.
Purification MethodsPurify triphenylene by zone refining or crystallisation from EtOH or CHCl3 and sublime. [Beilstein 5 IV 2556.]
Tag:Triphenylene(217-59-4) Related Product Information
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