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85-02-9

Basic Information
CAS No.: 85-02-9
Name: 5,6-BENZOQUINOLINE
Article Data: 35
Molecular Structure:
Molecular Structure of 85-02-9 (5,6-BENZOQUINOLINE)
Formula: C13H9 N
Molecular Weight: 179.221
Synonyms: 1-Azaphenanthrene;5,6-Benzo[f]quinoline; 5,6-Benzoquinoline; NSC 9850; b-Naphthoquinoline
Density: 1.187g/cm3
Melting Point: 89-91 °C
Boiling Point: 349 °C (721 mmHg)
Flash Point: 166 °C
Solubility: Insoluble in water
Appearance: BROWN CRYSTALLINE POWDER
Hazard Symbols:
Risk Codes: 40-36/37/38
Safety: Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
PSA: 12.89000
LogP: 3.38800
Synthetic route
17104-69-7

5,6-benzoquinoline N-oxide

85-02-9

benzo[f]quinoline

Conditions
ConditionsYield
With Methyl phenyldiazoacetate; copper(II) bis(trifluoromethanesulfonate) In 1,2-dichloro-ethane at 60℃; for 12h; Inert atmosphere; Sealed tube; Molecular sieve;92%
1086561-19-4

2-(2-methyl-pyridin-3-yl)-benzaldehyde

85-02-9

benzo[f]quinoline

Conditions
ConditionsYield
With potassium tert-butylate In N,N-dimethyl-formamide at 20℃;80%
91-59-8

naphthalen-2-ylamine

504-63-2

trimethyleneglycol

85-02-9

benzo[f]quinoline

Conditions
ConditionsYield
With 2,4,6-trimethyl-pyridine; oxygen; palladium diacetate; trifluoroacetic acid at 150℃; for 16h; Schlenk technique;80%
17104-69-7

5,6-benzoquinoline N-oxide

A

85-02-9

benzo[f]quinoline

B

23981-08-0

benzoquinolin-1(2H)-one

C

75539-85-4

2,3-dihydro-1H-benzindole-3-carbaldehyde

Conditions
ConditionsYield
In water at 16℃; Irradiation;A 3%
B 74%
C 4%

di-tert-butyl 1-cyclopropyl-2-(naphthalen-2-yl)hydrazine-1,2-dicarboxylate

85-02-9

benzo[f]quinoline

Conditions
ConditionsYield
With phosphoric acid In water; 1,2-dichloro-benzene at 170℃; under 760.051 Torr; for 24h;74%
17104-69-7

5,6-benzoquinoline N-oxide

A

85-02-9

benzo[f]quinoline

B

75539-85-4

2,3-dihydro-1H-benzindole-3-carbaldehyde

Conditions
ConditionsYield
In cyclohexane at 16℃; Irradiation;A 9%
B 66%
20191-75-7

1-bromo-2-naphthylamine

56-81-5

glycerol

85-02-9

benzo[f]quinoline

Conditions
ConditionsYield
With sulfuric acid at 150℃;
831-91-4

Benzyl phenyl sulfide

72490-90-5

benzoquinoline radical ion

A

85-02-9

benzo[f]quinoline

B

2154-56-5

benzyl radical

C

13133-62-5

thiophenolate

Conditions
ConditionsYield
With tetrabutylammonium perchlorate In N,N-dimethyl-formamide at 25℃; Rate constant; Thermodynamic data; ΔG0, cyclovoltammetry;
polystyrene

polystyrene

A

229-87-8

phenanthridine

B

85-02-9

benzo[f]quinoline

C

84-15-1

o-terphenyl

D

20279-21-4

1,2,3,10b-tetrahydrofluoranthene

Conditions
ConditionsYield
With air at 900℃; Condensation; combustion; pyrolysis; PAH formation; Formation of xenobiotics; Further byproducts given. Title compound not separated from byproducts;A 0.04 mg
B 0.12 mg
C 0.19 mg
D 0.16 mg
538-49-8

2-[(E)-2-phenylethenyl]pyridine

A

85-02-9

benzo[f]quinoline

B

538-49-8, 714-08-9, 1519-59-1

(Z)-2-(2-phenylethenyl)pyridine

C

83023-13-6

rac-2,2'-((1R,2R,3S,4S)-2,4-diphenylcyclobutane-1,3-diyl)dipyridine

Conditions
ConditionsYield
With cyclomaltooctaose Product distribution; Further Variations:; Reagents; Solvents; Dimerization; Isomerization, Aromatization; Irradiation;
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Chemistry

IUPAC Name: Benzo[f]quinoline
Synonyms: beta-Naphthoquinoline ; Benzo[f]quinoline ; b-Naphthoquinoline ; Naphthopyridine ; 1-Azaphenanthrene ; 5,6-Benzo(f)quinoline ; 5,6-benzoquinoline
CAS NO: 85-02-9
Molecular Formula of  Benzo[f]quinoline (CAS NO.85-02-9) : C13H9N
Molecular Weight of  Benzo[f]quinoline (CAS NO.85-02-9) : 179.22
Molecular Structure of  Benzo[f]quinoline (CAS NO.85-02-9) :
EINECS: 201-582-0
Mol File: 85-02-9.mol
Merck : 1105
Index of Refraction: 1.726
Surface Tension: 54 dyne/cm
Density: 1.187 g/cm3
Flash Point: 155.9 °C
Enthalpy of Vaporization: 57.15 kJ/mol
Boiling Point: 350.4 °C at 760 mmHg
Vapour Pressure: 8.89E-05 mmHg at 25°C
Melting point: 89-91 °C
Appearance:Yellow crystals or white powder

Uses

 Benzo[f]quinoline (CAS NO.85-02-9) is use as raw materials of organic synthesis .

Toxicity Data With Reference

1.    

mma-sat 50 µg/plate

    50NNAZ    Polynuclear Aromatic Hydrocarbons: Mechanisms, Methods and Metabolism, Papers of the 8th International Symposium, Columbus, OH, 1983. 7 (1983),73.
2.    

pic-esc 7500 ng/well

    MUREAV    Mutation Research. 260 (1991),349.

Consensus Reports

EPA Genetic Toxicology Program.

Safety Profile

Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
Hazard Codes HarmfulXn
Risk Statements 40-36/37/38
S40:To clean the floor and all objects contaminated by this material, use .... (there follows suitable cleaning material). 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements 45-36/37/39-26
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
RTECS DK1428000

Specification

1.General Description :Yellow crystals or white powder. Characteristic irritating odor.
2.Air & Water Reactions: Sensitive to prolonged exposure to air. Insoluble in water.
Reactivity Profile : 5,6-Benzoquinoline 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. May generate hydrogen, a flammable gas, in combination with strong reducing agents such as hydrides.
3.Fire Hazard : 5,6-Benzoquinoline is combustible.