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Phenanthridine

CAS No.
229-87-8
Chemical Name:
Phenanthridine
Synonyms
PHENANTHRIDIN;9-Azaphenanthrene;5-azaphenanthrene;BENZO[C]QUINOLINE;3,4-BENZOQUINOLINE;3,4-Benzoisoquinoline;Phenathridine;PHENANTHRIDINE;6-Phenanthridine;Phenanthridine>
CBNumber:
CB6239037
Molecular Formula:
C13H9N
Molecular Weight:
179.22
MDL Number:
MFCD00004989
MOL File:
229-87-8.mol
MSDS File:
SDS
Last updated:2024-03-19 13:53:49

Phenanthridine Properties

Melting point 104-107 °C (lit.)
Boiling point 349 °C/769 mmHg (lit.)
Density 1.1255 (rough estimate)
refractive index 1.7270 (estimate)
Flash point 100 °C
solubility phosphate buffer: soluble
pka 5.58(at 20℃)
form Powder
color White to beige
Water Solubility 0.3g/L(20 ºC)
BRN 120204
CAS DataBase Reference 229-87-8(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 62QGS7CPS6
EPA Substance Registry System Phenanthridine (229-87-8)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS05,GHS06
Signal word  Danger
Hazard statements  H301-H315-H318-H335
Precautionary statements  P280-P301+P310+P330-P302+P352-P305+P351+P338+P310
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
Toxicity mic-bac-sat 50 mg/plate 50NNAZ7,73,83
NFPA 704
1
2 0

Phenanthridine price More Price(14)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 157384 Phenanthridine 98% 229-87-8 5g $170 2024-03-01 Buy
Sigma-Aldrich 262692 Phenanthridine ≥99%, purified by sublimation 229-87-8 1g $105 2023-01-07 Buy
TCI Chemical P1047 Phenanthridine >98.0%(GC) 229-87-8 10g $194 2024-03-01 Buy
Sigma-Aldrich 77490 Phenanthridine BioReagent, suitable for fluorescence, ≥98.0% (GC) 229-87-8 1g $85.9 2021-12-16 Buy
TRC P312653 Phenanthridine 229-87-8 1g $110 2021-12-16 Buy
Product number Packaging Price Buy
157384 5g $170 Buy
262692 1g $105 Buy
P1047 10g $194 Buy
77490 1g $85.9 Buy
P312653 1g $110 Buy

Phenanthridine Chemical Properties,Uses,Production

Chemical Properties

white to beige powder

History

Phenanthridine 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.

Uses

Phenanthridine 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.

Preparation

Palladium 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
Pd-catalysed synthesis of phenanathridine

Definition

ChEBI: 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.

Synthesis Reference(s)

Journal of the American Chemical Society, 74, p. 6295, 1952 DOI: 10.1021/ja01144a521
Journal of Heterocyclic Chemistry, 26, p. 865, 1989 DOI: 10.1002/jhet.5570260366
Tetrahedron Letters, 29, p. 5463, 1988 DOI: 10.1016/S0040-4039(00)80787-X

General Description

Phenanthridine appears as crystalline needles. Mutagenic.

Air & Water Reactions

Sparingly soluble in water.

Reactivity Profile

PHENANTHRIDINE 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 Hazard

Flash point data are not available for PHENANTHRIDINE, but is probably combustible.

Safety Profile

Mutation data reported. When heated to decomposition it emits toxic vapors of NOx.

Global( 92)Suppliers
Supplier Tel Email Country ProdList Advantage
ATK CHEMICAL COMPANY LIMITED
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Alfa Chemistry
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GIHI CHEMICALS CO.,LIMITED
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View Lastest Price from Phenanthridine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Phenanthridine pictures 2024-03-19 Phenanthridine
229-87-8
US $2400.00 / g 1g 97 500 Kg R&D Scientific Inc.
PHENANTHRIDINE pictures 2020-03-22 PHENANTHRIDINE
229-87-8
US $1.80-9.80 / KG 1g 90.0%-99.9% 800kg Career Henan Chemical Co
  • PHENANTHRIDINE pictures
  • PHENANTHRIDINE
    229-87-8
  • US $1.80-9.80 / KG
  • 90.0%-99.9%
  • Career Henan Chemical Co
6-Phenanthridine PHENANTHRIDINE Phenanthridine, 98% 1GR 3,4-Benzoquinoline Benzo[c]quinoline Phenathridine PHENANTHRIDINE, SUBLIMED, 99+% PHENANTHRIDINE, FOR FLUORESCENCE Phenanthridine, 98+% Phenanthridine> 3,4-Benzoisoquinoline 5-azaphenanthrene 9-Azaphenanthrene PHENANTHRIDIN 3,4-BENZOQUINOLINE BENZO[C]QUINOLINE 229-87-8 Fluorescent Probes, Labels, Particles and Stains Detection Biochemicals and Reagents BioChemical