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| CAS No.: | 86-74-8 |
|---|---|
| Name: | Carbazole |
| Article Data: | 478 |
| Molecular Structure: | |
|
|
|
| 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: |
 Xn,  N,  T
|
| 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 |
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| Conditions | Yield |
|---|---|
| With caesium carbonate In tetrahydrofuran; methanol for 24h; Reflux; | 100% |
| Conditions | Yield |
|---|---|
| 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% |
- 86-74-8
9H-carbazole
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| With 1,8-diazabicyclo[5.4.0]undec-7-ene In methanol for 0.5h; Product distribution; Further Variations:; Solvents; reaction time; Heating; | 97% |
| Conditions | Yield |
|---|---|
| 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% |
- 86-74-8
9H-carbazole
| Conditions | Yield |
|---|---|
| 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: 
Xn,
N,
T
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 .