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52415-29-9

Basic Information
CAS No.: 52415-29-9
Name: 6-Bromo-1H-indole
Article Data: 36
Molecular Structure:
Molecular Structure of 52415-29-9 (6-Bromo-1H-indole)
Formula: C8H6BrN
Molecular Weight: 196.046
Synonyms: 1H-Indole, 6-bromo-;6-bromo-1H-indole;Bromoindole;
EINECS: -0
Density: 1.66 g/cm3
Melting Point: 92-96 °C(lit.)
Boiling Point: 316.9 °C at 760 mmHg
Flash Point: 145.5 °C
Appearance: white to brown powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36-37/39
PSA: 15.79000
LogP: 2.93040
Synthetic route
16732-65-3

6-bromo-indole-2-carboxylic acid(Ref.7.)

52415-29-9

6-bromo-1H-indole

Conditions
ConditionsYield
With quinoline; copper Heating;98%
With copper In quinoline Heating;95%
With quinoline; copper(I) bromide
99474-21-2

(E)-2-(4-bromo-2-nitrophenyl)-N,N-dimethylethyleneamine

52415-29-9

6-bromo-1H-indole

Conditions
ConditionsYield
With iron(III) chloride hexahydrate; pyrographite; hydrazine hydrate In ethanol at 75℃; for 7h;93%
With zinc In acetic acid at 85℃; for 2h;62%
With acetic acid; zinc In methanol; dichloromethane Heating;52%
With acetic acid; zinc at 75 - 85℃; for 3.5h;2.675 g
60956-26-5

4-bromo-2-nitrotoluene

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

52415-29-9

6-bromo-1H-indole

Conditions
ConditionsYield
Stage #1: 4-bromo-2-nitrotoluene; N,N-dimethyl-formamide dimethyl acetal With pyrrolidine In N,N-dimethyl-formamide at 110℃; for 2h;
Stage #2: With hydrogenchloride; titanium(III) chloride; ammonium acetate In N,N-dimethyl-formamide at 0℃; for 0.25h;
90%
Stage #1: 4-bromo-2-nitrotoluene; N,N-dimethyl-formamide dimethyl acetal With pyrrolidine In 1,4-dioxane at 102℃; for 3.5h; Leimgruber-Batcho Indole Synthesis; Reflux; Inert atmosphere;
Stage #2: With hydrazine hydrate In 1,4-dioxane at 45℃; for 1h; Leimgruber-Batcho Indole Synthesis;
82%
Stage #1: 4-bromo-2-nitrotoluene; N,N-dimethyl-formamide dimethyl acetal With pyrrolidine In N,N-dimethyl-formamide at 105 - 110℃; for 21h; Leimgruber-Batcho Indole Synthesis;
Stage #2: With acetic acid; zinc at 70 - 90℃; for 3h; Temperature; Reagent/catalyst; Leimgruber-Batcho Indole Synthesis;
56%
99365-40-9

6-bromo-2,3-dihydro-1H-indole-2-one

52415-29-9

6-bromo-1H-indole

Conditions
ConditionsYield
With bis(trimethylsilyl)amide yttrium(III); 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In toluene at 120℃; for 36h; Inert atmosphere;90%
189265-99-4

6-bromo-1-(4-methylphenylsulfonyl)-1H-indole

52415-29-9

6-bromo-1H-indole

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl acetamide at 60℃; for 5h; Inert atmosphere;85%
496-15-1

1-indoline

52415-29-9

6-bromo-1H-indole

Conditions
ConditionsYield
Stage #1: 1-indoline With silver(II) sulfate; sulfuric acid for 0.5h;
Stage #2: With bromine for 0.5h;
Stage #3: With chloranil In 5,5-dimethyl-1,3-cyclohexadiene for 5h; Reflux;
73%
52448-17-6

(2S)-2-amino-3-(6-bromo-1H-indol-3-yl)propanoic acid

52415-29-9

6-bromo-1H-indole

Conditions
ConditionsYield
With dipotassium hydrogenphosphate; tryptophanase TnaA at 25℃; pH=7.4; Enzymatic reaction;70.4%

1-[(E)-2-(4-bromo-2-nitrophenyl)vinyl]pyrrolidine

52415-29-9

6-bromo-1H-indole

Conditions
ConditionsYield
With ammonium hydroxide; iron(II) sulfate Heating;31%
78508-22-2

β-dimethylamino-2-nitrostyrene

52415-29-9

6-bromo-1H-indole

Conditions
ConditionsYield
With acetic acid; zinc In water at 75℃; for 1h; Stirred;27%
With hydrogen; W-2 Raney nickel In ethanol340 mg
With acetic acid; zinc
With hydrogen In benzene under 2585.81 Torr; for 26h;0.29 g
123-75-1

pyrrolidine

60956-26-5

4-bromo-2-nitrotoluene

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

52415-29-9

6-bromo-1H-indole

Conditions
ConditionsYield
With ammonium acetate; titanium(III) chloride 1) DMF, 100-110 deg C, 2 h, 2) water, DMF; Yield given. Multistep reaction;
With zinc In hexane; acetic acid; N,N-dimethyl-formamide
With zinc In hexane; acetic acid; N,N-dimethyl-formamide
With zinc In hexane; acetic acid; N,N-dimethyl-formamide
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    6-Bromo-1H-indole Basic information Product Name: 6-Bromo-1H-indole Synonyms: EOS-60560;6-Bromoindole in stock Factory;bromoindole;BROMOINDOLE-6;6-BROMO-1H-INDOLE;6-BROMOINDOLE;6-Bromoindole,98%;bromoindole 6-Bromoindole CAS: 52415-29-9 MF:

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Chemistry

Molecule structure of 6-Bromoindole (CAS NO.52415-29-9):

IUPAC Name: 6-Bromo-1H-indole 
Molecular Weight: 196.04394 g/mol
Molecular Formula: C8H6BrN 
Density: 1.66 g/cm3 
Melting Point: 92-96 °C(lit.)
Boiling Point: 316.9 °C at 760 mmHg
Flash Point: 145.5 °C
Index of Refraction: 1.711
Molar Refractivity: 46.21 cm3
Molar Volume: 118 cm3
Polarizability: 18.32×10-24 cm3
Surface Tension: 54.8 dyne/cm 
Enthalpy of Vaporization: 53.61 kJ/mol 
Vapour Pressure: 0.000738 mmHg at 25 °C
XLogP3: 3.3
H-Bond Donor :1
Exact Mass: 194.968362
MonoIsotopic Mass: 194.968362
Topological Polar Surface Area: 15.8
Heavy Atom Count: 10
Canonical SMILES: C1=CC(=CC2=C1C=CN2)Br
InChI: InChI=1S/C8H6BrN/c9-7-2-1-6-3-4-10-8(6)5-7/h1-5,10H
InChIKey: MAWGHOPSCKCTPA-UHFFFAOYSA-N
Product Categories: blocks; Bromides; IndolesOxindoles; Indole/indoline/oxindole; Indoles and derivatives; pharmacetical; Indole; Indoles; Heterocyclic Compounds; Halogenated; Organohalides; Simple Indoles; Halogenated Heterocycles; Heterocyclic Building Blocks; IndolesBuilding Blocks

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: Irritant
HazardClass: IRRITANT

Specification

 6-Bromoindole (CAS NO.52415-29-9) is also named as 1H-indole, 6-bromo- ; 6-Brom-1H-indol ; 6-Bromo-1H-indole . 6-Bromoindole (CAS NO.52415-29-9) is white to brown powder.