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1484-27-1

Basic Information
CAS No.: 1484-27-1
Name: 3-Bromoindole
Article Data: 47
Molecular Structure:
Molecular Structure of 1484-27-1 (3-Bromoindole)
Formula: C8H6BrN
Molecular Weight: 196.046
Synonyms: Indole,3-bromo- (6CI,7CI);3-Indolyl bromide;
Density: 1.66 g/cm3
Melting Point: 60-65C
Boiling Point: 316.9 °C at 760 mmHg
Flash Point: 145.5 °C
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36/37/39-37/39
Transport Information: UN 2811
PSA: 15.79000
LogP: 2.93040
Synthetic route
120-72-9

indole

1484-27-1

3-bromoindole

Conditions
ConditionsYield
With bromine In N,N-dimethyl-formamide at 20℃; for 2h;97.27%
With bromine In N,N-dimethyl-formamide Ambient temperature;96%
With bromine In N,N-dimethyl-formamide at 20℃;96%
113123-63-0

1-methyl-4-<2-(3-bromo-1-indolyl)>pyridinium iodide

A

1484-27-1

3-bromoindole

B

21351-43-9

4-ethenyl-1-methylpyridinium iodide

Conditions
ConditionsYield
With sodium hydroxide In water; acetone at 25℃; for 24h;A 85%
B n/a
67765-96-2

phenyl (β-indolyl)iodonium trifluoroacetate

A

1484-27-1

3-bromoindole

B

591-50-4

iodobenzene

Conditions
ConditionsYield
With lithium bromide In N,N-dimethyl-formamide at 100℃; for 2h;A 75%
B n/a
95873-88-4

3-Indolylphenyliodonium Bromide

1484-27-1

3-bromoindole

Conditions
ConditionsYield
In dimethyl sulfoxide at 100℃; for 2h;64%
In dimethyl sulfoxide at 100℃; for 2h; Product distribution;64%
6299-36-1

1-benzoyl-3-bromo-indole

1484-27-1

3-bromoindole

Conditions
ConditionsYield
With sodium ethanolate
13585-81-4

4-<2-(1-indolyl)ethyl>pyridine

1484-27-1

3-bromoindole

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 95 percent / N-bromosuccinimide / tetrahydrofuran / 24 h / 25 °C
2: 95 percent / acetone / 24 h / 25 °C
3: 85 percent / NaOH / acetone; H2O / 24 h / 25 °C
View Scheme
113123-59-4

4-<2-(3-bromo-1-indolyl)ethyl>pyridine

1484-27-1

3-bromoindole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 95 percent / acetone / 24 h / 25 °C
2: 85 percent / NaOH / acetone; H2O / 24 h / 25 °C
View Scheme
53000-40-1

3-Indolylphenyliodonium betaine

1484-27-1

3-bromoindole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 83 percent / Hydrobromic acid (48percent) / ethanol / 0.5 h / -15 °C
2: 64 percent / dimethylsulfoxide / 2 h / 100 °C
View Scheme
1484-27-1

3-bromoindole

98-09-9

benzenesulfonyl chloride

99655-68-2

3-bromo-1-phenylsulfonyl indole

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 20℃; for 1.5h; Cooling with ice;97%
With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide In water; toluene at 0 - 20℃;89%
With potassium hydroxide; tetra(n-butyl)ammonium hydrogensulfate 1.) benzene, 5 min, 2.) 2 h; Yield given. Multistep reaction;
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In benzene at 20℃; for 1h;
1484-27-1

3-bromoindole

98-59-9

p-toluenesulfonyl chloride

90481-77-9

3-bromo-1-(4-methylbenzenesulfonyl)-1H-indole

Conditions
ConditionsYield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In water; benzene for 1h; Heating / reflux;96%
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In dichloromethane at 0 - 20℃; for 4h; Inert atmosphere;2.95 g
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Chemistry

IUPAC Name: 3-Bromo-1H-indole
Synonyms of 1H-Indole, 3-bromo- (CAS NO.1484-27-1): 3-Bromo-1H-indole ; 3-Bromoindole
CAS NO: 1484-27-1
Molecular Formula: C8H6BrN
Molecular Weight: 196.04
Molecular Structure:
H bond acceptors: 1
H bond donors: 1
Freely Rotating Bonds: 0
Polar Surface Area: 4.93 Å2
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
Melting Point: 60-65C
SMILES: Brc2c1ccccc1nc2
InChI: InChI=1/C8H6BrN/c9-7-5-10-8-4-2-1-3-6(7)8/h1-5,10H
InChIKey: YHIWBVHIGCRVLE-UHFFFAOYAK
Std. InChI: InChI=1S/C8H6BrN/c9-7-5-10-8-4-2-1-3-6(7)8/h1-5,10H
Std. InChIKey: YHIWBVHIGCRVLE-UHFFFAOYSA-N

Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38
R36/37/38:1H-Indole,3-bromo- (CAS NO.1484-27-1) is 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. 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
RIDADR: UN 2811