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86-74-8

Basic Information
CAS No.: 86-74-8
Name: Carbazole
Article Data: 478
Molecular Structure:
Molecular Structure of 86-74-8 (Carbazole)
Formula: C12H9N
Molecular Weight: 167.21
Synonyms: Dibenzo[b,d]pyrrole;Diphenylenimide;Diphenyleneimine;Dibenzo(b,d)pyrrole;SKF 20091;9H-Carbazole;Diphenylenimine;Dibenzopyrrole;9-Azafluorene;USAF EK-600;1.8-Naphthalic anhydride;
EINECS: 201-696-0
Density: 1.23 g/cm3
Melting Point: 243-246 °C(lit.)
Boiling Point: 355 °C at 760 mmHg
Flash Point: 159.956 °C
Solubility: <0.1 g/100 mL at 19 °C in water
Appearance: white crystals or light brown powder
Hazard Symbols: HarmfulXn, DangerousN, ToxicT
Risk Codes: 22-36/37/38-40-50/53-63-43-23/24/25-45
Safety: 26-36-60-61-36/37-24/25-23-53-45
Transport Information: UN 2811 6.1/PG 3
PSA: 15.79000
LogP: 3.32110
Synthetic route
2169-37-1

9-(methylsulfonyl)-9H-carbazole

86-74-8

9H-carbazole

Conditions
ConditionsYield
With caesium carbonate In tetrahydrofuran; methanol for 24h; Reflux;100%
7599-23-7

2-azidobiphenyl

86-74-8

9H-carbazole

Conditions
ConditionsYield
With water for 5h; Inert atmosphere; UV-irradiation; Sealed tube; chemoselective reaction;99%
With dirhodium(II) tetrakis(perfluorobutyrate) In toluene at 60℃; for 16h; Reactivity; Reagent/catalyst; Solvent; Temperature; Molecular sieve; Inert atmosphere;98%
With sulfur-modified Au-supported iron(0) nanoparticles In 1,4-dioxane at 110℃; for 12h; Inert atmosphere;93%

N-(tert-butoxycarbonyl)-2-(2'-chlorophenyl)aniline

86-74-8

9H-carbazole

Conditions
ConditionsYield
With potassium amide In ammonia at -33℃; for 3h;99%
With potassium amide In ammonia at -33℃; for 3h; other N-(tert-butoxycarbonyl)-2-(chlorophenyl)anilines;99%
574-39-0

9-acetylcarbazole

86-74-8

9H-carbazole

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In methanol for 0.5h; Product distribution; Further Variations:; Solvents; reaction time; Heating;99%
With sulfuric acid In methanol at 60℃; for 0.25h;97%
With triethyl borane; sodium hydroxide In tert-butyl methyl ether at 80℃; for 6h; Inert atmosphere; Sealed tube;71%
With sodium hydroxide; dipotassium hydrogenphosphate; potassium dihydrogenphosphate; D-glucose; Pseudomonas aeruginosa; magnesium sulfate; potassium nitrate; sodium chloride; calcium chloride In water for 72h; pH 7.0;70%
Stage #1: 9-acetylcarbazole With Triethoxysilane; sodium triethylborohydride In tert-butyl methyl ether at 80℃; for 6h;
Stage #2: With hydrogenchloride In tert-butyl methyl ether; water at 20℃; for 1h; chemoselective reaction;
65%
1205-40-9

N-phenyl-2-chloroaniline

86-74-8

9H-carbazole

Conditions
ConditionsYield
With potassium carbonate; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride; N-heterocyclic carbene palladium In N,N-dimethyl acetamide at 130℃;99%
With potassium tert-butylate; ammonia for 1h; UV-irradiation;93%
3165-71-7

9-tosyl-9H-carbazole

86-74-8

9H-carbazole

Conditions
ConditionsYield
With potassium hydroxide In ethanol for 4h; Reflux;98%
With sodium hydride In N,N-dimethyl acetamide at 60℃; for 3h; Inert atmosphere;98%
With tetrabutyl ammonium fluoride In tetrahydrofuran for 4h; Reflux;96%
86-00-0

2-nitrobiphenyl

86-74-8

9H-carbazole

Conditions
ConditionsYield
With 1,10-Phenanthroline; carbon monoxide; palladium diacetate In N,N-dimethyl-formamide at 140℃; under 3102.89 Torr; for 16h;97%
With triphenylphosphine for 0.0333333h; Cadogan reaction; Microwave irradiation;96%
With triphenylphosphine In 1,2-dichloro-benzene at 180℃; for 21h;91%
19264-68-7

9-benzoyl-9H-carbazole

86-74-8

9H-carbazole

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In methanol for 0.5h; Product distribution; Further Variations:; Solvents; reaction time; Heating;97%
942-01-8

1,2,3,4-tetrahydrocarbazole

86-74-8

9H-carbazole

Conditions
ConditionsYield
With copper(II) choride dihydrate In dimethyl sulfoxide at 100℃; for 7h;96%
With ethene; palladium 10% on activated carbon In acetonitrile at 100℃; for 96h; Sealed tube;92%
With vanadium(V) oxide; acetic acid at 118℃; for 24h; Time; Inert atmosphere;83%

N-([1,1′-biphenyl]-2-yl)picolinamide

86-74-8

9H-carbazole

Conditions
ConditionsYield
With manganese(IV) oxide; copper diacetate; acetic acid In N,N-dimethyl-formamide at 170℃; for 0.666667h; Kinetics; Temperature; Reagent/catalyst; Microwave irradiation; Sealed tube;96%
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Chemistry

Structure of Carbazole (CAS NO.86-74-8):

IUPAC Name: 9H-carbazole 
Empirical Formula: C12H9N
Molecular Weight: 167.2066 
EINECS: 201-696-0 
Index of Refraction: 1.767
Molar Refractivity: 56.37 cm3
Molar Volume: 135.9 cm3
Polarizability: 22.34×10-24cm3
Surface Tension: 57.5 dyne/cm
Density: 1.229 g/cm3
Flash Point: 160 °C
Enthalpy of Vaporization: 57.64 kJ/mol 
Melting Point: 243-246 °C(lit.)
Boiling Point: 355 °C at 760 mmHg
Vapour Pressure: 6.6E-05 mmHg at 25°C 
Water Solubility: <0.1 g/100 mL at 19 ºC 
Stability: Stable. Combustible. Incompatible with strong oxidizing agents, nitrogen oxides, potassium hydroxide. 
Product Categories: Intermediates of Dyes and Pigments;Organics;Carbazoles;Carbazoles (for Conduting Polymer Research);Functional Materials;Reagents for Conducting Polymer Research;Alpha Sort;C;CA - CGEnvironmental Standards;CAlphabetic;PAHs;Volatiles/ Semivolatiles;CA - CG;Pesticides&Metabolites;Stains and Dyes;Stains&Dyes, A to;CA - CGAntibiotics;Alphabetic;Chemical Structure;Others

Uses

 Carbazole (CAS NO.86-74-8) are used as intermediates for dye, plastic and pesticide.

Toxicity Data With Reference

1.    

mor-rat-orl 504 mg/kg/6 W

    CRNGDP    Carcinogenesis. 9 (1988),387.
2.    

orl-rat LDLo:500 mg/kg

    JPETAB    Journal of Pharmacology and Experimental Therapeutics. 90 (1947),260.
3.    

ipr-mus LD50:200 mg/kg

    NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD277-689 .

Consensus Reports

IARC Cancer Review: Group 3 IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 , 1987,p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Limited Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 32 , 1983,p. 239.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . Reported in EPA TSCA Inventory.

Safety Profile

Hazard Codes: HarmfulXn,DangerousN,ToxicT
Risk Statements: 22-36/37/38-40-50/53-63-43-23/24/25-45 
R22:Harmful if swallowed. 
R36/37/38:Irritating to eyes, respiratory system and skin. 
R40:Limited evidence of a carcinogenic effect. 
R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. 
R63:Possible risk of harm to the unborn child. 
R43:May cause sensitization by skin contact. 
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed. 
R45:May cause cancer.
Safety Statements: 26-36-60-61-36/37-24/25-23-53-45 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing. 
S60:This material and its container must be disposed of as hazardous waste. 
S61:Avoid release to the environment. Refer to special instructions / safety data sheets. 
S36/37:Wear suitable protective clothing and gloves. 
S24/25:Avoid contact with skin and eyes. 
S23:Do not breathe vapour. 
S53:Avoid exposure - obtain special instructions before use. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 2811 6.1/PG 3
WGK Germany: 2
RTECS: FE3150000
F: 10
Hazard Note: Harmful
HazardClass: 9
PackingGroup: III
HS Code: 29339990
Poison by intraperitoneal route. Questionable carcinogen. Moderately toxic by ingestion. Mutation data reported. A pesticide. When heated to decomposition it emits toxic fumes of NOx.

Specification

  Carbazole , its cas register number is 86-74-8. It also can be called 9-Azafluorene ; 9H-Carbazole ; Dibenzo(b,d)pyrrole ;
 Dibenzopyrrole ; Diphenyleneimine ; Diphenylenimide ; Diphenylenimine .