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4-Bromoindole
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Name

4-Bromoindole

 EINECS -0
CAS No. 52488-36-5 Density 1.66 g/cm3
PSA 15.79000 LogP 2.93040
Solubility Not miscible in water. Melting Point 17 °C
Formula C8H6BrN Boiling Point 316.9 °C at 760 mmHg
Molecular Weight 196.046 Flash Point 145.5 °C
Transport Information N/A Appearance Clear yellowish-green or dark brown liquid
Safety 26-36-37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 52488-36-5 (4-Bromoindole) Hazard Symbols IrritantXi
Synonyms

4-bromo-1H-indole;

Article Data 31

4-Bromoindole Synthetic route

90481-72-4

4-bromo-1-[(4-methylphenyl)sulfonyl]-1H-indole

52488-36-5

4-bromo-1H-indole

Conditions
ConditionsYield
With sodium hydroxide In methanol for 12h; Heating;98%
1180007-97-9

4-bromo-1-(trifluoromethylsulfonyl)indole

52488-36-5

4-bromo-1H-indole

Conditions
ConditionsYield
With sodium hydroxide In methanol; water at 100℃; for 12h;96%
86626-38-2

4-bromo-2,3-dihydro-1H-indole

52488-36-5

4-bromo-1H-indole

Conditions
ConditionsYield
With sodium carbonate In ethyl acetate at 120℃; for 24h; Sealed tube; Green chemistry;95%
With TEMPOL; oxygen; copper(l) chloride at 50 - 60℃; for 4.5h; Inert atmosphere;95%
With oxygen; sodium t-butanolate In dimethyl sulfoxide at 60℃; under 760.051 Torr; for 4h;48%
1196981-04-0

1-(4-bromo-1H-indol-1-yl)-2,2-dimethylpropan-1-one

52488-36-5

4-bromo-1H-indole

Conditions
ConditionsYield
With water; 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran for 3h; Reflux;94%
101909-45-9

4-bromo-1-methoxycarbonylindole

52488-36-5

4-bromo-1H-indole

Conditions
ConditionsYield
With sodium hydroxide In methanol for 1h; Heating;88.5%
90481-68-8

1-bromo-2-ethenyl-3-nitrobenzene

52488-36-5

4-bromo-1H-indole

Conditions
ConditionsYield
With carbon monoxide; triphenylphosphine; palladium diacetate In acetonitrile under 3040 Torr; for 15h; Heating;84%
With carbon monoxide; triphenylphosphine; palladium diacetate In acetonitrile under 3040 Torr; for 15h; Product distribution; Heating; other catalysts, phosphine, bases, solvents; palladium-catalyzed reductive heteroannulation of 2-nitrostyrenes in the presence of CO;84%
Multi-step reaction with 2 steps
1: 96.6 percent / Fe / acetic acid; ethanol / 5 h / Heating
2: 46.3 percent / p-benzoquinone, LiCl, PdCl2(CH3CN)2 / tetrahydrofuran / 22 h / 100 °C / sealed tube
View Scheme
Multi-step reaction with 4 steps
1: 96.6 percent / Fe / acetic acid; ethanol / 5 h / Heating
2: pyridine / 0.33 h / Heating
3: 76.7 percent / p-benzoquinone, LiCl, PdCl2(CH3CN)2 / tetrahydrofuran / 18 h / Heating
4: 98 percent / 20percent aq. NaOH / methanol / 12 h / Heating
View Scheme
67-56-1

methanol

201230-82-2

carbon monoxide

90481-68-8

1-bromo-2-ethenyl-3-nitrobenzene

A

52488-36-5

4-bromo-1H-indole

B

methyl (3-bromo-2-vinylphenyl)carbamate

Conditions
ConditionsYield
With 1,3-bis-(diphenylphosphino)propane; palladium diacetate In N,N-dimethyl-formamide under 3040 Torr; for 22h; Heating;A 76%
B 17%
1244651-69-1

N-(3-bromo-2-(2-(trimethylsilyl)ethynyl)phenyl)-2-hydroxy-2-methylpropanamide

52488-36-5

4-bromo-1H-indole

Conditions
ConditionsYield
With sodium hydroxide In N,N-dimethyl-formamide at 140℃; for 56h; Inert atmosphere;75%
With sodium hydroxide In N,N-dimethyl-formamide at 140℃; for 5h; Inert atmosphere;75%

1H-indol-4-yl trifluoromethanesulfonate

52488-36-5

4-bromo-1H-indole

Conditions
ConditionsYield
With potassium fluoride; tris-(dibenzylideneacetone)dipalladium(0); t-BuBrettPhos; potassium bromide In 1,4-dioxane at 130℃; for 16h; Inert atmosphere;74%
86626-38-2

4-bromo-2,3-dihydro-1H-indole

98-95-3

nitrobenzene

A

52488-36-5

4-bromo-1H-indole

B

62-53-3

aniline

Conditions
ConditionsYield
With nickel-nitrogen-doped carbon framework In water at 145℃; for 18h; Inert atmosphere; Sealed tube; Green chemistry;A 70%
B 74%

4-Bromoindole Chemical Properties

The Molecular Structure of 4-Bromoindole (CAS NO.52488-36-5):

Empirical Formula: C8H6BrN
Molecular Weight: 196.0439 
IUPAC Name: 4-bromo-1H-indole
Appearance: Clear yellowish-green or dark brown liquid
Product Categories: blocks;Bromides;IndolesOxindoles;Indole/indoline/oxindole;Indoles and derivatives;pharmacetical;Heterocycles series;Halides;Pyrroles & Indoles;Indole;Indoles;Indole Derivatives;Simple Indoles;Pyrroles & Indoles;Halogenated Heterocycles;Heterocyclic Building Blocks;IndolesBuilding Blocks
Nominal Mass: 195 Da
Average Mass: 196.0439 Da
Monoisotopic Mass: 194.968354 Da 
Index of Refraction: 1.711
Molar Refractivity: 46.21 cm3
Molar Volume: 118 cm3
Surface Tension: 54.8 dyne/cm
Density: 1.66 g/cm3
Flash Point: 145.5 °C
Enthalpy of Vaporization: 53.61 kJ/mol
Boiling Point: 316.9 °C at 760 mmHg
Vapour Pressure: 0.000738 mmHg at 25°C 
Refractive index: n20/D 1.655(lit.)
Storage temp: 0-6°C
Sensitive: Light Sensitive 

4-Bromoindole Uses

 4-Bromoindole (CAS NO.52488-36-5) is used as organic intermediates.

4-Bromoindole Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 26-36-37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36: Wear suitable protective clothing
S37/39: Wear suitable gloves and eye/face protection
WGK Germany: 3
Hazard Note: Keep Cold/Light Sensitive
HazardClass: irritant, keep cold

4-Bromoindole Specification

 4-Bromoindole (CAS NO.52488-36-5) is also called as 4-bromoindole97% ; 4-bromoindole,98% ; 4-Bromo-1h-indole,4-bromoindole ; 4-Bromo-1h-indazole ; 4-Bromo-indole pure .

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