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Phenanthridine

Product Name
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
Formula Weight
179.22
MOL File
229-87-8.mol
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Phenanthridine Property

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)
EPA Substance Registry System
Phenanthridine (229-87-8)
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

H315Causes skin irritation

H318Causes serious eye damage

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

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

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.

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

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.

Phenanthridine Preparation Products And Raw materials

Raw materials

Preparation Products

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Phenanthridine Suppliers

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View Lastest Price from Phenanthridine manufacturers

R&D Scientific Inc.
Product
Phenanthridine 229-87-8
Price
US $2400.00/g
Min. Order
1g
Purity
97
Supply Ability
500 Kg
Release date
2024-03-19
Career Henan Chemical Co
Product
PHENANTHRIDINE 229-87-8
Price
US $1.80-9.80/KG
Min. Order
1g
Purity
90.0%-99.9%
Supply Ability
800kg
Release date
2020-03-20

229-87-8, PhenanthridineRelated Search:


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