Phenanthridine

Phenanthridine
Names
Preferred IUPAC name
Phenanthridine
Other names
Benzo[c]quinoline

6-Phenanthridine 3,4-Benzoquinoline 9-Azaphenanthrene 3,4-Benzoisioquinoline 5-Azaphenanthrene

CCRIS 1234
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.005.396
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 179.222 g·mol−1
Appearance colorless solid
Density 1.341 g/cm3
Melting point 104–107 °C
Boiling point 349 °C at 1.025 hPa
almost insoluble (7.7 μg/mL at pH 7.4)
Vapor pressure 0.0000208 mmHg
Acidity (pKa) 4.61
Hazards
GHS labelling:
Danger
H301, H315, H318, H335
P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, P501
Flash point 100 °C (closed cup)
Lethal dose or concentration (LD, LC):
oral, rat: 100 mg/kg (acute toxic)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

Phenanthridine is a nitrogen heterocyclic compound with the formula C13H9N. It is a colorless solid, although impure samples can be brownish. It is a precursor to DNA-binding fluorescent dyes through intercalation. Examples of such dyes are ethidium bromide and propidium iodide. Phenanthridine was discovered by Amé Pictet and H. J. Ankersmit in 1891.