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10075-50-0

Basic Information
CAS No.: 10075-50-0
Name: 5-Bromoindole
Article Data: 91
Cas Database
Molecular Structure:
Molecular Structure of 10075-50-0 (5-Bromoindole)
Formula: C8H6BrN
Molecular Weight: 264.33
Synonyms: 1H-Indole, 5-bromo- (9CI);5-bromo-1H-indole;1H-Indole, 5-bromo-;5-Bromo Indole;
EINECS: 233-208-7
Density: 1.66 g/cm3
Melting Point: 89-92 °C
Boiling Point: 316.9 °C at 760 mmHg
Flash Point: 145.5 °C
Solubility: N/A
Appearance: white to light brown powder or chunks
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36-24/25-37/39
Transport Information: N/A
PSA: 15.79000
LogP: 2.93040
Synthetic route
1196980-99-0

1-(5-bromo-1H-indol-1-yl)-2,2-dimethylpropan-1-one

10075-50-0

5-bromo-1H-indole

Conditions
ConditionsYield
With water; 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 20℃; for 24h;99%
10406-06-1

5-bromo-1H-indole-3-carboxylic acid

10075-50-0

5-bromo-1H-indole

Conditions
ConditionsYield
With potassium carbonate In ethanol at 140℃; Schlenk technique;99%
22190-33-6

5-bromoindoline

10075-50-0

5-bromo-1H-indole

Conditions
ConditionsYield
With potassium tert-butylate In decane at 150℃; for 36h; Inert atmosphere; Schlenk technique;98%
With bis(1,5-cyclooctadiene)diiridium(I) dichloride In para-xylene at 130℃; for 20h; Inert atmosphere; Sealed tube;98%
With 6C44H32N6O4Ru(2+)*12Hf(2+)*8O(2-)*14HO(1-)*6C16H22ClCoN5O6(1-) In 2,2,2-trifluoroethanol; acetonitrile at 20℃; for 12h; Catalytic behavior; Reagent/catalyst; Inert atmosphere; Irradiation;98%
118757-11-2

1-Benzenesulfonyl-5-bromo-indole

10075-50-0

5-bromo-1H-indole

Conditions
ConditionsYield
With sodium t-butanolate In 1,4-dioxane at 80℃; for 3h; Inert atmosphere;94%
182344-70-3

5-bromo-indole-1-carboxylic acid tert-butyl ester

10075-50-0

5-bromo-1H-indole

Conditions
ConditionsYield
With sodium methylate In methanol at 20℃; for 0.5h;92%
With potassium carbonate In methanol; water for 3h; Heating;87%
With potassium hydroxide In toluene at 150℃; for 0.5h; microwave irradiation;80%
With Verkade's base (R=i-Bu) In methanol at 20℃; for 19h;97 % Chromat.
96546-77-9

N-tosyl-5-bromoindole

10075-50-0

5-bromo-1H-indole

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl acetamide at 60℃; for 1h; Inert atmosphere;92%
With caesium carbonate In tetrahydrofuran; methanol at 22℃; for 15h; Product distribution; Further Variations:; Reagents; Solvents; Temperatures; reagent ratios;88.2%
With cetyltrimethylammonim bromide; potassium hydroxide In tetrahydrofuran; water for 26h; Reflux; Green chemistry;
26807-69-2

N-acetylindololine-2-sulfonic acid sodium

10075-50-0

5-bromo-1H-indole

Conditions
ConditionsYield
Stage #1: N-acetylindololine-2-sulfonic acid sodium With bromine In water at 0 - 20℃; for 2h;
Stage #2: With sodium hydroxide In water for 20h; Reflux;
92%
Stage #1: N-acetylindololine-2-sulfonic acid sodium With bromine In water at 0 - 20℃;
Stage #2: With sodium hydroxide In water for 20h; Reflux;
92%
With bromine In water at 0 - 5℃; for 0.5h;88%
128373-13-7

1H-indol-5-yl trifluoromethanesulfonate

10075-50-0

5-bromo-1H-indole

Conditions
ConditionsYield
With [Cp*Ru(CH3CN)3]OTf; lithium bromide at 120℃; for 24h; Inert atmosphere;88%
With potassium fluoride; tris-(dibenzylideneacetone)dipalladium(0); t-BuBrettPhos; potassium bromide In 1,4-dioxane at 130℃; for 16h; Inert atmosphere;75%
88131-63-9

5-Bromo-1-(methylsulfonyl)indole

10075-50-0

5-bromo-1H-indole

Conditions
ConditionsYield
With potassium hydroxide In methanol for 18h; Heating;85%

5-bromoindoline-2-carboxylic acid

10075-50-0

5-bromo-1H-indole

Conditions
ConditionsYield
With 2C16H35N*I4Pb(2-)*2H(1+); oxygen In dichloromethane for 14h; Inert atmosphere; Sealed tube; Irradiation;84%
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    Name 5-Bromoindole Synonyms 5-Bromo-1H-indole Molecular Structure Molecular Formula C8H6Br

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    5-Bromoindole CAS: 10075-50-0

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    CAS No.: 10075-50-0 Formula: C8H6BrN Molecular Weight: 196.04 Appearance: white to beige crystalline powder Density: 1.66g/cm3

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    Product Name: 5-Bromoindole Synonyms: 5-BROMOBENZOTHOAZOLE;5-BROMOINDAN-1-ONE;5-BROMO INDOLE pure;1H-Indole, 5-bromo-;5-broMo-2H-indole;5-BroMoindole, 99% 5GR;5-BroMoindole (KSM-II);5-broMinatedindole

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Specification

The IUPAC name of 5-Bromoindole. With the CAS registry number 10075-50-0, it is also named as 1H-Indole, 5-bromo- ; 5-Bromo-1H-indole . The product's categories are blocks, bromides, indole/indoline/oxindole, indoles and derivatives, halides, organohalides, simple indoles and heterocyclic building blocks.The 5-Bromoindole is white to light brown powder or chunks which should be stored at the temperature of -20°C. It is used as pharmaceutical intermediates.5-Bromoindole is Irritating to eyes, respiratory system and skin.So when you use it ,you should avoid contact with skin and eyes  and wear suitable protective clothing, gloves and eye/face protection .In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .

Uses of 5-Bromoindole:
It  also can be used in the preparation of other chemicals. Foe example: 1. It can react with 3-bromo-2-hydroxyimino-propionic acid ethyl ester to get ethyl 2-hydroximino-3-(5-bromoindol-3-yl)propanoate .

It also reacts with dichloroacetyl chloride to obtain N-{4-bromo-2-[6-bromo-3-(5-bromo-1H-indol-3-yl)-quinolin-2-ylmethyl]-phenyl}-2,2-dichloro-acetamide .

This product is irritating to eyes, respiratory system and skin. So people should avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable gloves and eye/face protection.

The other characteristics of 5-Bromoindole can be summarized as: 
(1)ACD/LogP:  2.788; (2)# of Rule of 5 Violations:  0; (3)ACD/LogD (pH 5.5):  2.79; (4)ACD/LogD (pH 7.4):  2.79; (5)ACD/BCF (pH 5.5):  77.38; (6)ACD/BCF (pH 7.4):  77.38; (7)ACD/KOC (pH 5.5):  782.50; (8)ACD/KOC (pH 7.4):  782.50; (9)#H bond acceptors:  1; (10)#H bond donors:  1; (11)#Freely Rotating Bonds:  0; (12)Index of Refraction:  1.711; (13)Molar Refractivity:  46.219 cm3; (14)Molar Volume:  118.056 cm3; (15)Polarizability:  18.323 10-24cm3 ; (16)Surface Tension:  54.8009986877441 dyne/cm; (17)Density:  1.661 g/cm3; (18)Flash Point:  145.484 °C; (19)Enthalpy of Vaporization:  53.608 kJ/mol; (20)Boiling Point:  316.946 °C at 760 mmHg; (21)Vapour Pressure:  0.00100000004749745 mmHg at 25°C.

People can use the following data to convert to the molecule structure:
(1)SMILES:Brc1cc2c(cc1)ncc2;
(2)Std. InChI:InChI=1S/C8H6BrN/c9-7-1-2-8-6(5-7)3-4-10-8/h1-5,10H;
(3)Std. InChIKey:VXWVFZFZYXOBTA-UHFFFAOYSA-N.

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