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9-(4-Bromophenyl)carbazole

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Name

9-(4-Bromophenyl)carbazole

EINECS 805-754-1
CAS No. 57102-42-8 Density 1.391 g/cm3
PSA 4.93000 LogP 5.54620
Solubility Slightly soluble in water. Melting Point 147-151℃
Formula C18H12BrN Boiling Point 452.672 °C at 760 mmHg
Molecular Weight 322.204 Flash Point 227.568 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 57102-42-8 ((9-(4-BROMOPHENYL))-9H-CARBAZOLE) Hazard Symbols N/A
Synonyms

Carbazole,9-(p-bromophenyl)- (6CI);1-(9-N-Carbazolyl)-4-bromobenzene;1-Bromo-4-(carbazol-9-yl)benzene;9-(4-Bromophenyl)-9H-carbazole;N-(4-Bromophenyl)-9H-carbazole;N-(4-Bromophenyl)carbazole;

Article Data 192

9-(4-Bromophenyl)carbazole Synthetic route

589-87-7

1,4-bromoiodobenzene

86-74-8

9H-carbazole

57102-42-8

N-(4-bromophenyl)carbazole

Conditions
ConditionsYield
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 acetamide at 180℃; for 40h; Schlenk technique; Inert atmosphere;99%
With copper; potassium carbonate In N,N-dimethyl-formamide at 130℃; for 42h; Inert atmosphere;96%
189999-35-7

[1,1'-biphenyl]-2,2'-iodonium trifluoromethanesulfonate

106-40-1

4-bromo-aniline

57102-42-8

N-(4-bromophenyl)carbazole

Conditions
ConditionsYield
With copper diacetate; sodium carbonate In ethylene glycol; isopropyl alcohol at 90℃; for 16h;98.46%
With copper diacetate; sodium carbonate; ethylene glycol In isopropyl alcohol at 85℃; for 16h; Ullmann Condensation; Inert atmosphere;65%
With copper diacetate; sodium carbonate In ethylene glycol; isopropyl alcohol for 16h; Inert atmosphere; Reflux; Green chemistry;
86-74-8

9H-carbazole

589-21-9

(4-bromophenyl)hydrazine

57102-42-8

N-(4-bromophenyl)carbazole

Conditions
ConditionsYield
With palladium diacetate; cesium fluoride In acetonitrile at 60℃; for 12h; Schlenk technique;96%
86-74-8

9H-carbazole

460-00-4

1-Bromo-4-fluorobenzene

57102-42-8

N-(4-bromophenyl)carbazole

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 150℃; for 24h;95%
With potassium phosphate In N,N-dimethyl-formamide at 190℃; for 1h; Microwave irradiation;91%
With caesium carbonate In dimethyl sulfoxide at 160℃; for 48h; Inert atmosphere;80%
With potassium fluoride; 18-crown-6 ether In dimethyl sulfoxide for 24h; Reflux;68.3%
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 16h; Inert atmosphere;66%
603-34-9

N,N-diphenylaminobenzene

57102-42-8

N-(4-bromophenyl)carbazole

Conditions
ConditionsYield
With N-Bromosuccinimide In chloroform at 20℃; for 24h;91%
Multi-step reaction with 2 steps
1: N-Bromosuccinimide / N,N-dimethyl-formamide / 16 h / 0 °C / Inert atmosphere
2: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tetrakis(acetonitrile)copper(I)tetrafluoroborate; 2.9-dimethyl-1,10-phenanthroline; iodine; methyloxirane / tetrahydrofuran / 21 h / 21 °C / Flow reactor; Irradiation
View Scheme
106-37-6

1.4-dibromobenzene

86-74-8

9H-carbazole

57102-42-8

N-(4-bromophenyl)carbazole

Conditions
ConditionsYield
With copper(l) iodide; potassium carbonate; L-proline In dimethyl sulfoxide at 140℃; Ullmann reaction; Inert atmosphere;85%
With copper; potassium carbonate; nitrobenzene at 120 - 160℃; Inert atmosphere;85%
With potassium phosphate; copper(l) iodide; trans-1,2-Diaminocyclohexane In toluene at 110℃; for 24h; Inert atmosphere; sealed tube;83%
589-87-7

1,4-bromoiodobenzene

86-74-8

9H-carbazole

A

57102-42-8

N-(4-bromophenyl)carbazole

B

19287-68-4

9-(4-(9H-carbazol-9-yl)phenyl)-9H-carbazole

Conditions
ConditionsYield
With copper; potassium carbonate In Triethylene glycol dimethyl ether at 180 - 200℃; for 24h; Ullmann condensation;A 71%
B 28%
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; tri-tert-butyl phosphine; sodium t-butanolate In toluene at 111℃; for 26h; Schlenk technique; Inert atmosphere; chemoselective reaction;A 49%
B 13%
2101-88-4

1-azido-4-bromobenzene

4688-76-0

2-Biphenylboronic acid

57102-42-8

N-(4-bromophenyl)carbazole

Conditions
ConditionsYield
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver(I) acetate; sodium carbonate In 1,4-dioxane at 80℃; for 12h; Schlenk technique;70%
2113-51-1

2-iodobiphenyl

106-40-1

4-bromo-aniline

57102-42-8

N-(4-bromophenyl)carbazole

Conditions
ConditionsYield
With copper diacetate; palladium diacetate; caesium carbonate; triphenylphosphine In N,N-dimethyl-formamide at 120℃; for 12h; Sealed tube;48%
N-N'-dimetylpropyleneurea

N-N'-dimetylpropyleneurea

106-37-6

1.4-dibromobenzene

7681-65-4

copper(I) iodide

86-74-8

9H-carbazole

57102-42-8

N-(4-bromophenyl)carbazole

Conditions
ConditionsYield
With potassium carbonate; 18-crown-6 ether35%

9-(4-Bromophenyl)carbazole Specification

The 9-(4-Bromophenyl)carbazole, with the CAS registry number 57102-42-8, is also known as N-(4-bromophenyl)carbazole. This chemical's molecular formula is C18H12BrN and formula weight is 322.20. What's more, both its IUPAC name and systematic name are the same which is called 9-(4-Bromophenyl)carbazole.

Physical properties about this chemical are: (1)ACD/LogP: 6.97; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 6.97; (4)ACD/LogD (pH 7.4): 6.97; (5)ACD/BCF (pH 5.5): 116447.37; (6)ACD/BCF (pH 7.4): 116447.37; (7)ACD/KOC (pH 5.5): 147202.06; (8)ACD/KOC (pH 7.4): 147202.06; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.672; (13)Molar Refractivity: 86.81 cm3; (14)Molar Volume: 231.6 cm3; (15)Surface Tension: 47.3 dyne/cm; (16)Density: 1.39 g/cm3; (17)Flash Point: 227.6 °C; (18)Enthalpy of Vaporization: 71.19 kJ/mol; (19)Boiling Point: 452.7 °C at 760 mmHg; (20)Vapour Pressure: 2.2E-08 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=CC=C2C(=C1)C3=CC=CC=C3N2C4=CC=C(C=C4)Br
(2)InChI: InChI=1S/C18H12BrN/c19-13-9-11-14(12-10-13)20-17-7-3-1-5-15(17)16-6-2-4-8-18(16)20/h1-12H
(3)InChIKey: XSDKKRKTDZMKCH-UHFFFAOYSA-N

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