Phenanthridine

Phenanthridine
  • CAS No.:229-87-8
Other grades of this product :
Phenanthridine Basic information
Product Name:Phenanthridine
Synonyms:3,4-Benzoisoquinoline;5-azaphenanthrene;6-Phenanthridine;9-Azaphenanthrene;PHENANTHRIDIN;PHENANTHRIDINE;3,4-BENZOQUINOLINE;BENZO[C]QUINOLINE
CAS:229-87-8
MF:C13H9N
MW:179.22
EINECS:205-934-4
Product Categories:
Mol File:229-87-8.mol
Phenanthridine Chemical Properties
Melting point 104-107 °C (lit.)
Boiling point 349 °C/769 mmHg (lit.)
density 1.1255 (rough estimate)
refractive index 1.7270 (estimate)
Fp 100 °C
solubility phosphate buffer: soluble
pka5.58(at 20℃)
form Powder
color White to beige
Water Solubility 0.3g/L(20 ºC)
BRN 120204
CAS DataBase Reference229-87-8(CAS DataBase Reference)
EPA Substance Registry SystemPhenanthridine (229-87-8)
Safety Information
Hazard Codes Xn
Risk Statements 22-37/38-41
Safety Statements 26-39
RIDADR UN 2811 6.1/PG 3
WGK Germany 3
RTECS SF7928000
HS Code 29333990
Toxicitymic-bac-sat 50 mg/plate 50NNAZ7,73,83
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
Phenanthridine Usage And Synthesis
Chemical Propertieswhite to beige powder
HistoryPhenanthridine was first discovered by Ame Pictet and H. J. Ankersmit in 1891 by pyrolysis of the condensed product of benzaldehyde and aniline. Earlier, phenanathridine and related compounds were prepared using mainly Pictect-Hurbert and modified Morgan-Walls type of condensation reactions.
UsesPhenanthridine is an isomeric compound of acridine. It is a nitrogen heterocycle that is the basis of DNA-binding fluorescent dyes through intercalation. Ethidium bromide and propidium iodide are the examples of such intercalating dyes. It is used as a dye in biological and chemical sensors. It is also used in the study of ecotoxicity and rotational spectroscopic investigations and radio astronomical searches.
DefinitionChEBI: Phenanthridine is an azaarene that is the 9-aza derivative of phenanthrene. The parent of the class of phenanthridines. It is a mancude organic heterotricyclic parent, a polycyclic heteroarene, a member of phenanthridines and an azaarene.
PreparationPalladium catalyzed synthesis of phenanthridine has been accomplished by Pritchard and coworkers from imidoyl selenides. This was the first report of palladium insertion into the C-Se bond. The palladium insertion into the imidoyl selenides 3.20 followed by intramolecular cyclization and subsequent aromatization via the elimination of HSePh lead to the formation of substituted phenanthridines 3.21. Pd-catalysed synthesis of phenanathridine
Synthesis Reference(s)Journal of the American Chemical Society, 74, p. 6295, 1952 DOI: 10.1021/ja01144a521Journal of Heterocyclic Chemistry, 26, p. 865, 1989 DOI: 10.1002/jhet.5570260366Tetrahedron Letters, 29, p. 5463, 1988 DOI: 10.1016/S0040-4039(00)80787-X
General DescriptionPhenanthridine appears as crystalline needles. Mutagenic.
Air & Water ReactionsSparingly soluble in water.
Reactivity ProfilePHENANTHRIDINE neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.
Fire HazardFlash point data are not available for PHENANTHRIDINE, but is probably combustible.
Safety ProfileMutation data reported. When heated to decomposition it emits toxic vapors of NOx.
Phenanthridine Preparation Products And Raw materials
Raw materials1,2,3,10B-TETRAHYDROFLUORANTHENE-->5,6-BENZOQUINOLINE-->BENZO(K)FLUORANTHENE-->CYCLOPENTA(C,D)PYRENE-->o-Terphenyl-->Perylene

Welcome!

Please leave a message for us or use the following ways to contact us, we will reply to you as soon as possible, and provide you with the most sincere service, thank you.

  • NO. 18 ,Wujiang Road, Wulidian Street, Jiangbei District, Chongqing
  • +86-23-6139-8061 +86-13650506873
  • danny@chemdad.com sales@chemdad.com
  • www.chemdad.com
  • WhatsApp +86-13650506873

Name

phone

company

email

message

Payment methods
Google translate: 日本语日本语 한국어한국어 FrançaisFrançais DeutschDeutsch EspañaEspaña TürkiyeTürkiye