Phenanthridine

Source: Wikipedia, the free encyclopedia.
Phenanthridine
Names
Preferred IUPAC name
Phenanthridine[1]
Identifiers
3D model (
JSmol
)
ChEBI
ChemSpider
ECHA InfoCard
 100.005.396 Edit this at Wikidata
EC Number
  • 205-934-4
UNII
  • InChI=1S/C13H9N/c1-2-6-11-10(5-1)9-14-13-8-4-3-7-12(11)13/h1-9H ☒N
    Key: RDOWQLZANAYVLL-UHFFFAOYSA-N ☒N
  • InChI=1/C13H9N/c1-2-6-11-10(5-1)9-14-13-8-4-3-7-12(11)13/h1-9H
    Key: RDOWQLZANAYVLL-UHFFFAOYAL
  • C1=CC=C2C(=C1)C=NC3=CC=CC=C23
Properties
C13H9N
Molar mass 179.217 g/mol
Melting point 107.4 °C (225.3 °F; 380.5 K)
Boiling point 348.9 °C (660.0 °F; 622.0 K)
slightly soluble[2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Phenanthridine is a nitrogen

fluorescent dyes through intercalation. Examples of such dyes are ethidium bromide and propidium iodide. It is an isomer of acridine
.

Phenanthridine was discovered by

o-xenylamine) with zinc chloride at elevated temperatures.[4]

The reaction conditions for the Pictet–Hubert reaction were improved by Morgan and Walls in 1931, replacing the metal by

phosphorus oxychloride and using nitrobenzene as a reaction solvent.[5] For this reason, the reaction is also called the Morgan–Walls reaction.[6]

Pictet–Hubert reaction

The reaction is similar to the Bischler–Napieralski reaction and the Pictet–Spengler reaction.

References

  1. ISBN 978-0-85404-182-4
    .
  2. ^ Lide, David R. (1998), Handbook of Chemistry and Physics (87 ed.), Boca Raton, FL: CRC Press, pp. 3–460,
    ISBN 0-8493-0594-2
  3. doi:10.1002/jlac.18912660107
  4. doi:10.1002/cber.18960290206
  5. doi:10.1039/JR9310002447
  6. ^ Jie Jack Li (ed.), 2004, Name Reactions in Heterocyclic Chemistry, Wiley.
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