3-Bromoindole supplier | CasNO.1484-27-1

Name
3-Bromoindole
EINECS
CAS No. 1484-27-1
Article Data47
CAS DataBase
Density 1.66 g/cm³
Solubility
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
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;
PSA 15.79000
LogP 2.93040

Synthetic route

: 120-72-9
indole

: 1484-27-1
3-bromoindole

Conditions

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

Conditions	Yield
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

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

Conditions	Yield
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

Conditions	Yield
With sodium ethanolate

: 13585-81-4
4-<2-(1-indolyl)ethyl>pyridine

: 1484-27-1
3-bromoindole

Conditions

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

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

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

: 1484-27-1
3-bromoindole

: 98-09-9
benzenesulfonyl chloride

: 99655-68-2
3-bromo-1-phenylsulfonyl indole

Conditions

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

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

: 1484-27-1
3-bromoindole

: 5445-17-0
Methyl 2-bromopropionate

: 486396-70-7
2-(3-bromo-indol-1-yl)-propionic acid methyl ester

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 20 - 50℃;	93%

: 95-20-5
2-methyl-1H-indole

: 1484-27-1
3-bromoindole

: 88919-84-0
2'-methyl-1H,1'H-2,3'-biindole

Conditions

Conditions	Yield
With trifluoroacetic acid In dichloromethane Ambient temperature;	92%
With trifluoroacetic acid In dichloromethane for 0.333333h; Ambient temperature;	92%

: 1484-27-1
3-bromoindole

: 3433-80-5
1-Bromo-2-bromomethyl-benzene

: 3-bromo-1-(2-bromobenzyl)indole

Conditions

Conditions	Yield
Stage #1: 3-bromoindole With sodium hydride In N,N-dimethyl-formamide at 0℃; for 1h; Inert atmosphere; Schlenk technique; Stage #2: 1-Bromo-2-bromomethyl-benzene In N,N-dimethyl-formamide at 20℃; for 4h; Inert atmosphere; Schlenk technique;	89%

: 1484-27-1
3-bromoindole

: 124-38-9
carbon dioxide

: 771-50-6
1H-indole-3-carboxylic acid

Conditions

Conditions	Yield
Stage #1: 3-bromoindole With isopropylmagnesium chloride In tetrahydrofuran at 0℃; for 0.166667h; Stage #2: With n-butyllithium In tetrahydrofuran; hexane at -20℃; for 0.5h; Stage #3: carbon dioxide In tetrahydrofuran; hexane at -20℃; for 0.5h;	89%

: 288-13-1
NH-pyrazole

: 1484-27-1
3-bromoindole

: 1225068-04-1
2-(1H-pyrazol-1-yl)-1H-indole

Conditions

Conditions	Yield
at 70℃; for 4h;	88%
With trifluoroacetic acid In dichloromethane at 20℃; for 4h;
With trifluoroacetic acid In dichloromethane at 20℃; for 24h;	480 mg

: 1484-27-1
3-bromoindole

: 4-bromo-2-nitrophenylboronic acid

: 3-(4-bromo-2-nitrophenyl)-1H-indole

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 110℃; for 3h; Inert atmosphere;	88%

: 1484-27-1
3-bromoindole

: 3-bromo-2-nitrophenylboronic acid

: 3-(3-bromo-2-nitrophenyl)-1H-indole

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 110℃; for 3h; Inert atmosphere;	87%

: 1484-27-1
3-bromoindole

: 5-bromo-2-nitrophenylboronic acid

: 3-(5-bromo-2-nitrophenyl)-1H-indole

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 110℃; for 3h; Inert atmosphere;	87%

: 1484-27-1
3-bromoindole

: 2-bromo-6-nitrophenylboronic acid

: 3-(2-bromo-6-nitrophenyl)-1H-indole

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 110℃; for 3h; Inert atmosphere;	86%

: 603-76-9
1-methylindole

: 1484-27-1
3-bromoindole

: 100-52-7
benzaldehyde

: 1092390-84-5
3-[(5-bromo-1H-indol-3-yl)(phenyl)methyl]-1-methyl-1H-indole

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water at 90℃; for 2h; Sealed tube;	86%

...Expand

: 1484-27-1
3-bromoindole

: 7078-98-0
2,6-di-tert-butyl-4-benzylidene-cyclohexa-2,5-dienone

: C29H32BrNO

Conditions

Conditions	Yield
With phosphoric acid In water at 100℃; for 12h; Inert atmosphere; Schlenk technique;	86%

: 120-72-9
indole

: 1484-27-1
3-bromoindole

: 27393-85-7
3-(2-indolyl)indole

Conditions

Conditions	Yield
With trifluoroacetic acid In dichloromethane for 0.333333h; Ambient temperature;	85%

: 120-72-9
indole

: 1484-27-1
3-bromoindole

A: 27393-85-7
3-(2-indolyl)indole

B: 6637-10-1
2,3-dihydro-1H,1'H-[2,3']biindolyl

C: 2-(3-indolyl)-3-(3-indolyl)indole

D: 88919-86-2
2-(3-indolyl)-3-(2-indolyl)indole

Conditions

Conditions	Yield
With trifluoroacetic acid In dichloromethane for 0.333333h; Ambient temperature;	A 85% B n/a C n/a D n/a

...Expand

: 1484-27-1
3-bromoindole

: 108438-52-4
2-bromo-3-chloroindole

Conditions

Conditions	Yield
With sulfuryl dichloride In diethyl ether at 0℃; for 1h;	85%

: 1484-27-1
3-bromoindole

: 108438-53-5
3-bromo-2-chloroindole

Conditions

Conditions	Yield
With thionyl chloride In diethyl ether at 0℃; for 1h;	85%

: 1484-27-1
3-bromoindole

: 4559-70-0
Diphenylphosphine oxide

: 3-bromo-2-diphenylphosphinylindole

Conditions

Conditions	Yield
With manganese triacetate In acetic acid at 50℃; for 1h;	84%
With magnesium(II) nitrate; silver carbonate In acetonitrile at 60℃; Molecular sieve;	79%

: 1484-27-1
3-bromoindole

: 109-97-7
pyrrole

: 88919-82-8
2-(1H-pyrrol-2-yl)-1H-indole

Conditions

Conditions	Yield
With trifluoroacetic acid In dichloromethane Ambient temperature;	83%
With trifluoroacetic acid In dichloromethane for 0.333333h; Ambient temperature;	83%
With trifluoroacetic acid In dichloromethane at 20℃;	83%
With trifluoroacetic acid In dichloromethane at 20℃; for 4h;

: 1484-27-1
3-bromoindole

: 948-65-2
2-phenyl-indole

: 91107-11-8
3-(indol-2'-yl)-2-phenylindole

Conditions

Conditions	Yield
With trifluoroacetic acid In dichloromethane Ambient temperature;	82%

: 1484-27-1
3-bromoindole

: 91107-10-7
4,6-dimethoxy-2,3-diphenyl-1H-indole

: 91107-13-0
7-(indol-2'-yl)-4,6-dimethoxy-2,3-diphenylindole

Conditions

Conditions	Yield
With trifluoroacetic acid In dichloromethane for 0.25h; Ambient temperature;	80%

: 1484-27-1
3-bromoindole

: 108-86-1
bromobenzene

: 3-bromo-1-phenyl-1H-indole

Conditions

Conditions	Yield
With bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene at 95℃; for 4h;	79%
With bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene at 95℃; for 4h;	75%

: 1484-27-1
3-bromoindole

: 75-20-7
calcium carbide

: 3-bromo-1-vinyl-1H-indole

Conditions

Conditions	Yield
With caesium carbonate In water; dimethyl sulfoxide at 100℃; for 12h; Sealed tube;	78%

: 96-54-8
N-Methylpyrrole

: 1484-27-1
3-bromoindole

: 94742-32-2
2-(1-methyl-1H-pyrrol-2-yl)-1H-indole

Conditions

Conditions	Yield
With trifluoroacetic acid In dichloromethane Ambient temperature;	76%
With trifluoroacetic acid In dichloromethane for 0.333333h; Ambient temperature;	76%

: 1484-27-1
3-bromoindole

: 108438-54-6
2,3-dibromo-1H-indole

Conditions

Conditions	Yield
With bromine In dichloromethane at 0℃;	76%

: 5162-44-7
1-bromo-4-butene

: 1484-27-1
3-bromoindole

: 3-bromo-1-(but-3-enyl)-1H-indole

Conditions

Conditions	Yield
Stage #1: 3-bromoindole With potassium carbonate In acetonitrile at 20℃; for 1h; Inert atmosphere; Stage #2: 1-bromo-4-butene In acetonitrile Inert atmosphere;	73%

: 1484-27-1
3-bromoindole

: (9H-carbazol-3-yl)boronic acid

: 3-(indol-3-yl)carbazole

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran at 65℃; for 18h;	71%

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: Irritant 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

Product Name

3-Bromoindole

Synthetic route

3-Bromoindole Chemical Properties

3-Bromoindole Safety Profile

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