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Cas Database |
| Name |
3-Bromoindole |
EINECS | N/A |
| CAS No. | 1484-27-1 | Density | 1.66 g/cm3 |
| PSA | 15.79000 | LogP | 2.93040 |
| Solubility | N/A | Melting Point |
60-65C |
| Formula | C8H6BrN | Boiling Point | 316.9 °C at 760 mmHg |
| Molecular Weight | 196.046 | Flash Point | 145.5 °C |
| Transport Information | UN 2811 | Appearance | N/A |
| Safety | 26-36/37/39-37/39 | Risk Codes | 36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| Synonyms |
Indole,3-bromo- (6CI,7CI);3-Indolyl bromide; |
Article Data | 47 |
3-Bromoindole Synthetic route
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| With sodium hydroxide In water; acetone at 25℃; for 24h; | A 85% B n/a |
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| In dimethyl sulfoxide at 100℃; for 2h; | 64% |
| In dimethyl sulfoxide at 100℃; for 2h; Product distribution; | 64% |
| Conditions | Yield |
|---|---|
| With sodium ethanolate |
- 13585-81-4
4-<2-(1-indolyl)ethyl>pyridine
- 1484-27-1
3-bromoindole
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 |
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 |
3-Bromoindole Chemical Properties
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
3-Bromoindole Safety Profile
Hazard Codes: 
Xi
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
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