Carbazole supplier | CasNO.86-74-8

Name
Carbazole
EINECS 201-696-0
CAS No. 86-74-8
Article Data478
CAS DataBase
Density 1.23 g/cm³
Solubility <0.1 g/100 mL at 19 °C in water
Melting Point 243-246 °C(lit.)
Formula C₁₂H₉N
Boiling Point 355 °C at 760 mmHg
Molecular Weight 167.21
Flash Point 159.956 °C
Transport Information UN 2811 6.1/PG 3
Appearance white crystals or light brown powder
Safety 26-36-60-61-36/37-24/25-23-53-45
Risk Codes 22-36/37/38-40-50/53-63-43-23/24/25-45
Molecular Structure
Hazard Symbols Xn, N, T
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;
PSA 15.79000
LogP 3.32110

Synthetic route

: 2169-37-1
9-(methylsulfonyl)-9H-carbazole

: 86-74-8
9H-carbazole

Conditions

Conditions	Yield
With caesium carbonate In tetrahydrofuran; methanol for 24h; Reflux;	100%

: 7599-23-7
2-azidobiphenyl

: 86-74-8
9H-carbazole

Conditions

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%

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

: 86-74-8
9H-carbazole

Conditions

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%

: 574-39-0
9-acetylcarbazole

: 86-74-8
9H-carbazole

Conditions

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%

: 1205-40-9
N-phenyl-2-chloroaniline

: 86-74-8
9H-carbazole

Conditions

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%

: 3165-71-7
9-tosyl-9H-carbazole

: 86-74-8
9H-carbazole

Conditions

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%

: 86-00-0
2-nitrobiphenyl

: 86-74-8
9H-carbazole

Conditions

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

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%

: 942-01-8
1,2,3,4-tetrahydrocarbazole

: 86-74-8
9H-carbazole

Conditions

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%

: N-([1,1′-biphenyl]-2-yl)picolinamide

: 86-74-8
9H-carbazole

Conditions

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%

: 1592-95-6
3-bromo-9H-carbazole

: 86-74-8
9H-carbazole

Conditions

Conditions	Yield
With hydrogen; triethylamine In ethanol; water at 140℃; under 37503.8 Torr; for 110h; Autoclave;	96%
With triethylamine In acetonitrile at 20℃; for 15h; Irradiation; Inert atmosphere;	77%

: 54467-95-7
1-azido-2-iodo-benzene

: 98-80-6
phenylboronic acid

: 86-74-8
9H-carbazole

Conditions

Conditions	Yield
Stage #1: 1-azido-2-iodo-benzene; phenylboronic acid With potassium carbonate In 1,4-dioxane at 110℃; for 8h; Inert atmosphere; Stage #2: In 1,4-dioxane; water Inert atmosphere; Reflux;	96%

: 122-39-4
diphenylamine

: 86-74-8
9H-carbazole

Conditions

Conditions	Yield
With air; potassium carbonate; Trimethylacetic acid; palladium diacetate at 110℃; for 14h;	95%
With oxygen; palladium diacetate In acetic acid at 80℃; under 760.051 Torr; for 24h;	91%
With copper diacetate; palladium diacetate In N,N-dimethyl-formamide at 130℃; for 1h; Sealed tube; Microwave irradiation;	84%

: 1207-71-2
sulfoxyde de phenothiazine

: 86-74-8
9H-carbazole

Conditions

Conditions	Yield
With sodium; lithium In tetrahydrofuran for 24h; Heating;	95%

: 1451894-46-4
C18H22BNO2

: 86-74-8
9H-carbazole

Conditions

Conditions	Yield
With copper diacetate; potassium carbonate In toluene at 110℃; for 1h; Reagent/catalyst; Temperature; Solvent;	95%

: N-([1,1'-biphenyl]-2-yl)-1,1-diphenyl-λ4-sulfanimine

: 86-74-8
9H-carbazole

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 1h; Wavelength; Temperature; Solvent; Inert atmosphere; Irradiation;	95%

: bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]}

: 7599-23-7
2-azidobiphenyl

A: Rh2(α,α,α′,α′-tetramethyl-1,3-benzenedipropionate)2(carbazole)

B: 86-74-8
9H-carbazole

Conditions

Conditions	Yield
In toluene at 60℃; for 16h; Molecular sieve;	A 88.3% B 94.1%

...Expand

: 7599-23-7
2-azidobiphenyl

A: 35887-50-4
N-(2-biphenyl)aniline

B: 86-74-8
9H-carbazole

Conditions

Conditions	Yield
With boron trifluoride In benzene for 0.166667h; Ambient temperature;	A 3% B 94%

: di-9-carbazolyldichlorosilane

: 86-74-8
9H-carbazole

Conditions

Conditions	Yield
With water at 20℃; for 1h;	94%

: 61613-22-7
2-bromodiphenylamine

: 86-74-8
9H-carbazole

Conditions

Conditions	Yield
With palladium diacetate; potassium carbonate; tricyclohexylphosphine tetrafluoroborate In N,N-dimethyl acetamide at 130℃;	94%
With potassium tert-butylate; ammonia for 0.5h; UV-irradiation;	93%
With rubidium carbonate; tri(cyclohexylmethyl)acetic acid; palladium dichloride at 60℃; for 24h; Inert atmosphere; Schlenk technique;	74%
With 6-methoxy quinoline; palladium diacetate; potassium carbonate In 1-methyl-pyrrolidin-2-one at 135℃; for 48h; Sealed tube;	50%
With sodium carbonate; palladium diacetate In N,N-dimethyl-formamide for 15h; Cyclization; Heating;	41%

: 1775-86-6
5,6,7,8,8a,9-hexahydro-4bH-carbazole

: 86-74-8
9H-carbazole

Conditions

Conditions	Yield
With 4-tert-Butylcatechol In chloroform; water at 20℃; for 18h;	94%

: 19402-87-0
9-benzyl-9H-carbazole

: 86-74-8
9H-carbazole

Conditions

Conditions	Yield
With potassium tert-butylate; oxygen; dimethyl sulfoxide at 25℃; for 0.166667h;	93%
With aluminium trichloride In various solvent(s) for 3h; Ambient temperature;	85%
With aluminium trichloride; methoxybenzene	85%

: 113142-41-9
1-diphenylmethyl-4-<2-(9-carbazolyl)ethyl>pyridinium bromide

: 86-74-8
9H-carbazole

Conditions

Conditions	Yield
With 2,3,5-trimethyl-pyridine In ethanol for 29h; Heating;	93%
With sodium In pyridine; acetonitrile for 4.5h; Heating;	78%

: 70950-05-9
1-(9H-carbazol-9-yl)-2,2-dimethylpropan-1-one

: 86-74-8
9H-carbazole

Conditions

Conditions	Yield
With lithium diisopropyl amide In tetrahydrofuran at 40 - 45℃;	93%
With n-butyllithium; diisopropylamine In tetrahydrofuran; hexanes at -78 - 45℃; for 2h; Inert atmosphere;	93%

: 1806-29-7
2,2'-dihydroxybiphenyl

: 86-74-8
9H-carbazole

Conditions

Conditions	Yield
With ammonium hydroxide; 10 wt% Pd(OH)2 on carbon; sodium formate; trifluoroacetic acid In m-xylene at 140℃; for 24h; Reagent/catalyst; Temperature; Inert atmosphere;	92%
With ammonium hydroxide; ammonium sulfite monohydrate at 200℃; for 288h; Autoclave;	12%
With ammonia; water at 260℃;

: 7599-23-7
2-azidobiphenyl

A: 86-74-8
9H-carbazole

B: 90-41-5
2-phenylaniline

Conditions

Conditions	Yield
With dimethylsulfide at 155℃;	A 92% B 6%
With aluminium trichloride In dichloromethane Ambient temperature;	A 83% B 2%
With aluminium trichloride In dichloromethane Ambient temperature;	A 83% B n/a
With tetrabutylammonium tricarbonylnitrosylferrate In 1,2-dichloro-ethane at 100℃; for 16h; Inert atmosphere; Schlenk technique;

: 7599-23-7
2-azidobiphenyl

: 71-43-2
benzene

A: 35887-50-4
N-(2-biphenyl)aniline

B: 86-74-8
9H-carbazole

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate at 60℃;	A 3% B 92%

...Expand

: 269408-20-0
trans-9-(2-Acetoxyvinyl)carbazole

: 86-74-8
9H-carbazole

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane at 20℃; for 27h;	92%

: [(P((C6H5)3))Pd((C6H4)2NH)]2

A: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

B: 86-74-8
9H-carbazole

Conditions

Conditions	Yield
1 h, room temp.;	A n/a B 92%

: 86-74-8
9H-carbazole

: 74-88-4
methyl iodide

: 1484-12-4
N-methylcarbazole

Conditions

Conditions	Yield
Stage #1: 9H-carbazole With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 0.5h; Stage #2: methyl iodide In N,N-dimethyl-formamide	100%
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃;	96%
With sodium hydroxide In N,N-dimethyl-formamide at 2℃; for 4h;	95%

: 86-74-8
9H-carbazole

: 86-28-2
N-ethylcarbazole

Conditions

Conditions	Yield
	100%
	98.1%
	93.1%
With sodium amide; toluene und Erwaermen des Reaktionsgemisches mit Aethylbromid;
Multi-step reaction with 2 steps 1: potassium hydroxide; decalin / 170 °C 2: nickel; methanol / 80 °C / 11032.6 Torr / Hydrogenation View Scheme

: 86-74-8
9H-carbazole

: 100-44-7
benzyl chloride

: 19402-87-0
9-benzyl-9H-carbazole

Conditions

Conditions	Yield
With potassium hydroxide In tetrahydrofuran for 48h; Heating;	100%
With potassium hydroxide; PEG-400-Et2 In water; benzene at 30℃; for 3h;	97%
With tetrabutylammomium bromide; potassium carbonate for 0.0666667h; Irradiation;	95%

: 86-74-8
9H-carbazole

: 106-95-6
allyl bromide

: 3998-04-7
9-allyl-9H-carbazole

Conditions

Conditions	Yield
Stage #1: 9H-carbazole With potassium hydroxide In dimethyl sulfoxide at 50℃; for 0.5h; Stage #2: allyl bromide In dimethyl sulfoxide for 0.25h;	100%
Stage #1: 9H-carbazole With potassium hydroxide In dimethyl sulfoxide at 20℃; for 0.333333h; Stage #2: allyl bromide In dimethyl sulfoxide at 35℃; for 0.5h; Solvent; Sonication;	98%
With caesium carbonate In N,N-dimethyl-formamide at 26℃; for 8h;	97%

: 86-74-8
9H-carbazole

: 75-65-0
tert-butyl alcohol

: 34601-54-2
1,3,6,8-tetra-tert-butyl-9H-carbazole

Conditions

Conditions	Yield
With trifluoroacetic acid Heating;	100%

: 86-74-8
9H-carbazole

: 105598-33-2
N-chlorocarbazole

Conditions

Conditions	Yield
With sodium hypochlorite In dichloromethane for 48h;	100%
With sodium hypochlorite In dichloromethane; water for 48h; Yield given;

: 24424-99-5
di-tert-butyl dicarbonate

: 86-74-8
9H-carbazole

: N-(tert-butyl)-9H-carbazole-9-carboxylate

Conditions

Conditions	Yield
With dmap In acetonitrile for 1.75h;	100%
Stage #1: 9H-carbazole With hydrogenchloride In water at -5 - 0℃; for 0.5h; Stage #2: di-tert-butyl dicarbonate In water at -5 - 0℃; for 1h;	91.2%

: 111-83-1
1-bromo-octane

: 86-74-8
9H-carbazole

: 4041-19-4
9-octylcarbazole

Conditions

Conditions	Yield
With tetrabutylammomium bromide; sodium hydroxide In toluene at 120℃;	100%
With sodium hydroxide; triethylamine hydrochloride In water; dimethyl sulfoxide at 80℃; for 8h;	97.4%
With tetrabutylammomium bromide; sodium hydroxide In water; toluene for 24h; Inert atmosphere; Reflux;	96%

: 66086-33-7
Di-tert-butyl acetylenedicarboxylate

: 86-74-8
9H-carbazole

: 1292841-09-8
d t-butyl 2-(carbazol-9-yl)-2-butene-1,4-dicarboxylate

Conditions

Conditions	Yield
With 1-methyl-1H-imidazole In dichloromethane at 20℃; for 4h; optical yield given as %de;	100%

: 86-74-8
9H-carbazole

: 762-21-0
acetylenedicarboxylic acid diethyl ester

: 1292841-08-7
diethyl 2-(carbazol-9-yl)-2-butene-1,4-dicarboxylate

Conditions

Conditions	Yield
With 1-methyl-1H-imidazole In dichloromethane at 20℃; for 4h; optical yield given as %de;	100%

: 86-74-8
9H-carbazole

: 201213-73-2
bis(5-bromomethyl-1,3-phenylene)-32-crown-10

: 1303559-34-3
bis[5-(N-carbazylmethyl)-1,3-phenylene]-32-crown-10

Conditions

Conditions	Yield
Stage #1: 9H-carbazole With sodium hydride In tetrahydrofuran at 20℃; for 1h; Inert atmosphere; Reflux; Stage #2: bis(5-bromomethyl-1,3-phenylene)-32-crown-10 In tetrahydrofuran at 20℃; for 24.5h; Inert atmosphere; Reflux;	100%

: 1373227-46-3
C18H10FNO3

: 86-74-8
9H-carbazole

: 1373227-47-4
C30H18N2O3

Conditions

Conditions	Yield
Stage #1: 9H-carbazole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; Stage #2: C18H10FNO3 In N,N-dimethyl-formamide; mineral oil at 20℃; for 3h;	100%

: 4-(3-bromopropyl)-12-[3-{N-(1,8-naphthalimidyl)}propyl]-[2.2]paracyclophane

: 86-74-8
9H-carbazole

: 4-{3-(N-carbazolyl)propyl}-12-[3-{N-(1,8-naphthalimidyl)}-propyl][2.2]paracyclophane

Conditions

Conditions	Yield
With tetrabutylammomium bromide; sodium hydroxide In water; toluene for 48h; Reflux;	100%

: 86-74-8
9H-carbazole

: 535-11-5, 41978-69-2
Ethyl 2-bromopropionate

: 65962-23-4
ethyl 2-(9H-carbazol-9-yl)propanoate

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide; paraffin oil at 20℃; for 3h; Inert atmosphere;	100%
Stage #1: 9H-carbazole With sodium hydride In N,N-dimethyl-formamide at 0℃; Schlenk technique; Inert atmosphere; Stage #2: Ethyl 2-bromopropionate In N,N-dimethyl-formamide at 0 - 20℃; Schlenk technique; Inert atmosphere;

: ((5R,6S,9R)-2-(2,6-diisopropylphenyl)-6-isopropyl-3,3,9-trimethyl-2-azaspiro[4.5]decan-1-ylidene)AgCl

: 86-74-8
9H-carbazole

: ((5R,6S,9R)-2-(2,6-diisopropylphenyl)-6-isopropyl-3,3,9-trimethyl-2-azaspiro[4.5]decan-1-ylidene)Ag(carbazole)

Conditions

Conditions	Yield
With sodium t-butanolate In tetrahydrofuran at 20℃; Inert atmosphere; Glovebox; Darkness;	100%

: 86-74-8
9H-carbazole

: 148519-91-9
2'-aminobiphenyl-2,3-diol

Conditions

Conditions	Yield
With Escherichia coli JM109 In dimethyl sulfoxide at 30℃; for 18h; L-medium; Enzymatic reaction;	99.1%

: 612-62-4
2-Chloroquinoline

: 86-74-8
9H-carbazole

: 102183-59-5
2-(N-carbazolyl)quinoline

Conditions

Conditions	Yield
Stage #1: 9H-carbazole With methylmagnesium chloride In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene at 5 - 20℃; for 0.166667h; Inert atmosphere; Stage #2: 2-Chloroquinoline With PdCl(π-allyl)(cyclohexyl-(1-methyl-2,2-diphenylcyclopropylphophine)) In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene at 108 - 112℃; for 0.25h; Inert atmosphere;	99%
With [(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)Ni(styrene)2]; lithium tert-butoxide In 1,4-dioxane at 110℃; for 2h; Inert atmosphere;	94%
With iodine; copper; potassium carbonate

: 637-87-6
1-Chloro-4-iodobenzene

: 86-74-8
9H-carbazole

: 19264-71-2
9-(4-chlorophenyl)-9H-carbazole

Conditions

Conditions	Yield
With copper(l) iodide; 1,10-Phenanthroline; potassium hydroxide In 1,2-dimethoxyethane; water at 95℃; for 20h; Catalytic behavior; Solvent; Schlenk technique; Inert atmosphere; Sealed tube;	99%
With Cu(HOC6H3(O)CHNCH2CH2NCHC6H3(O)OH); sodium hydroxide at 120℃; for 8h;	90%
With copper(l) iodide; cesium fluoride; N,N`-dimethylethylenediamine In tetrahydrofuran at 25℃; for 18 - 24h; Inert atmosphere;	88%

: 589-87-7
1,4-bromoiodobenzene

: 86-74-8
9H-carbazole

: 57102-42-8
N-(4-bromophenyl)carbazole

Conditions

Conditions	Yield
With copper(l) iodide; 1,10-Phenanthroline; potassium hydroxide In 1,2-dimethoxyethane; water at 95℃; for 20h; Catalytic behavior; Solvent; Schlenk technique; Inert atmosphere; Sealed tube;	99%
With copper; potassium carbonate In N,N-dimethyl-formamide at 130℃; for 42h; Inert atmosphere;	96%
With copper(I) oxide; 2,2,6,6-tetramethylheptane-3,5-dione; potassium hydroxide In N,N-dimethyl-formamide at 110℃; for 24h; Inert atmosphere; Schlenk technique;	95%

: 74-96-4
ethyl bromide

: 86-74-8
9H-carbazole

: 86-28-2
N-ethylcarbazole

Conditions

Conditions	Yield
Stage #1: 9H-carbazole With potassium hydroxide In dimethyl sulfoxide at 20℃; for 0.333333h; Stage #2: ethyl bromide In dimethyl sulfoxide at 35℃; for 0.05h; Solvent; Sonication;	99%
With sodium hydroxide In N,N-dimethyl-formamide at 20℃; for 0.666667h; Cooling with ice;	95%
With potassium hydroxide; PEG-400-Et2 In water; benzene at 30℃; for 2h;	92%

: 623-00-7
4-bromobenzenecarbonitrile

: 86-74-8
9H-carbazole

: 57103-17-0
N-(4-cyanophenyl)carbazole

Conditions

Conditions	Yield
With copper(l) iodide; trans-1,2-Diaminocyclohexane; potassium carbonate In dimethyl sulfoxide at 140℃; Inert atmosphere;	99%
With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; caesium carbonate In toluene at 100℃; for 12h;	97%
With 1,1'-bis-(diphenylphosphino)ferrocene; tetrakis(triphenylphosphine) palladium(0); caesium carbonate In toluene at 100℃; for 24h; Glovebox; Inert atmosphere;	92%

: 86-74-8
9H-carbazole

: 836-42-0
4-benzyloxybenzyl chloride

: 205578-45-6
9-(4-Benzyloxy-benzyl)-9H-carbazole

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide Ambient temperature;	99%

: 108-86-1
bromobenzene

: 86-74-8
9H-carbazole

: 1150-62-5
N-phenylcarbazole

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; potassium carbonate; tris-(dibenzylideneacetone)dipalladium(0); 18-crown-6 ether In o-xylene at 20 - 120℃; for 2h; Product distribution / selectivity;	99%
Stage #1: 9H-carbazole With methylmagnesium chloride In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene at 5 - 20℃; for 0.166667h; Inert atmosphere; Stage #2: bromobenzene With PdCl(π-allyl)(cyclohexyl-(1-methyl-2,2-diphenylcyclopropylphophine)) In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene at 108 - 112℃; for 0.5h; Inert atmosphere;	99%
With di-tert-butyl(2,2-diphenyl-1-methyl-1-cyclopropyl)phosphine; bis(η3-allyl-μ-chloropalladium(II)); sodium t-butanolate In 5,5-dimethyl-1,3-cyclohexadiene at 120℃; for 3h; Inert atmosphere;	98%

: 22445-41-6
3,5-dimethylphenyl iodide

: 86-74-8
9H-carbazole

: 9-(3,5-dimethylphenyl)-9H-carbazole

Conditions

Conditions	Yield
With potassium phosphate; copper(l) iodide; (S,S)-1,2-diaminocyclohexane In 1,4-dioxane; dodecane at 110℃; for 24h;	99%
With copper(I) oxide; potassium phosphate; N1,N2-bis(furan-2-ylmethyl)oxalamide In acetonitrile at 80℃;	94%
With copper(l) iodide; 1,10-Phenanthroline; potassium hydroxide In 1,2-dimethoxyethane; water at 95℃; for 20h; Catalytic behavior; Solvent; Schlenk technique; Inert atmosphere; Sealed tube;	91%

: 86-74-8
9H-carbazole

: 616-38-6
carbonic acid dimethyl ester

: 1484-12-4
N-methylcarbazole

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene at 90℃; for 7h; Product distribution; Further Variations:; Temperatures; Solvents; Pressures; Reagents; reaction times; microwave irradiation;	99%
With 1,4-diaza-bicyclo[2.2.2]octane In N,N-dimethyl-formamide at 94 - 95℃; for 24h;	97%
With 1,4-diaza-bicyclo[2.2.2]octane at 90 - 95℃; for 24h;	97%

: 111-25-1
1-bromo-hexane

: 86-74-8
9H-carbazole

: 4041-21-8
N-hexylcarbazole

Conditions

Conditions	Yield
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In water; toluene at 80℃; for 14h;	99%
With potassium hydroxide In acetone Reflux;	99%
Stage #1: 9H-carbazole With potassium hydroxide In N,N-dimethyl-formamide at 20℃; for 0.666667h; Stage #2: 1-bromo-hexane In N,N-dimethyl-formamide at 20℃; for 9h;	98%

Carbazole Chemical Properties

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

Carbazole Uses

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

Carbazole 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 .

Carbazole 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.

Carbazole Safety Profile

Hazard Codes: Harmful Xn, Dangerous N, Toxic 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 NO_x.

Carbazole 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 .

Product Name

Carbazole

Synthetic route

Carbazole Chemical Properties

Carbazole Uses

Carbazole Toxicity Data With Reference

Carbazole Consensus Reports

Carbazole Safety Profile

Carbazole Specification

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