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6188-23-4

Basic Information
CAS No.: 6188-23-4
Name: 6-Bromoimidazo[1,2-a]pyridine
Article Data: 39
Molecular Structure:
Molecular Structure of 6188-23-4 (6-Bromoimidazo[1,2-a]pyridine)
Formula: C7H5BrN2
Molecular Weight: 197.034
Synonyms: Imidazo[1,2-a]pyridine,6-bromo-;
EINECS: 689-291-9
Density: 1.69 g/cm3
Melting Point: 76-78 °C
Boiling Point: 165 °C(Press: 1.5 Torr)
Solubility: slightly soluble in water.
Hazard Symbols: HarmfulXn
Risk Codes: 22-36/37/38
Safety: 22-26-36/37/39
PSA: 17.30000
LogP: 2.09680
Synthetic route
107-20-0

2-chloroethanal

1072-97-5

5-bromo-2-pyridylamine

6188-23-4

6-bromoimidazo[1,2-a]pyridine

Conditions
ConditionsYield
Stage #1: 2-chloroethanal; 5-bromo-2-pyridylamine In ethanol; water for 3h; Reflux;
Stage #2: With sodium hydrogencarbonate In water
100%
In ethanol; water at 80℃; for 15h;100%
In ethanol for 6h; Reflux;98%
1072-97-5

5-bromo-2-pyridylamine

2032-35-1

Bromoacetaldehyde diethyl acetal

6188-23-4

6-bromoimidazo[1,2-a]pyridine

Conditions
ConditionsYield
With hydrogen bromide In ethanol; water at 103℃;97%
With hydrogen bromide In ethanol; water at 100℃; for 8h;87%
With hydrogen bromide In ethanol; water at 100℃; for 8h;83%
With hydrogenchloride; sodium hydrogencarbonate 1) H2O, a) r.t., b) 80 deg C, 2) r.t.; Yield given. Multistep reaction;
1072-97-5

5-bromo-2-pyridylamine

bromoacetaldehyde diethyl acetal

6188-23-4

6-bromoimidazo[1,2-a]pyridine

Conditions
ConditionsYield
With hydrogen bromide In ethanol; water at 100℃; for 8h;87.2%
1072-97-5

5-bromo-2-pyridylamine

97-97-2

chloroacetaldehyde dimethyl acetal

6188-23-4

6-bromoimidazo[1,2-a]pyridine

Conditions
ConditionsYield
Stage #1: 5-bromo-2-pyridylamine; chloroacetaldehyde dimethyl acetal With hydrogenchloride; sodium acetate In ethanol; water for 2.5h; Reflux;
Stage #2: With sodium hydrogencarbonate In water pH=Ca. 7;
64.28%
With hydrogenchloride; sodium hydroxide; sodium acetate In water; water ethanol
With hydrogenchloride; sodium hydroxide; sodium acetate In water; water ethanol
With hydrogenchloride; sodium hydroxide; sodium acetate; sodium In water; water ethanol
107-20-0

2-chloroethanal

13534-97-9

6-bromopyridine-3-amine

6188-23-4

6-bromoimidazo[1,2-a]pyridine

Conditions
ConditionsYield
In ethanol; water for 18h; Heating / reflux;
1072-97-5

5-bromo-2-pyridylamine

621-62-5

chloroacetaldehyde diethyl acetal

6188-23-4

6-bromoimidazo[1,2-a]pyridine

Conditions
ConditionsYield
Stage #1: chloroacetaldehyde diethyl acetal With hydrogenchloride In water at 90℃; for 0.166667h;
Stage #2: 5-bromo-2-pyridylamine With sodium acetate In ethanol; water for 0.333333h; Reflux;
6188-23-4

6-bromoimidazo[1,2-a]pyridine

74-89-5

methylamine

13939-06-5, 199620-15-0

molybdenum hexacarbonyl

N-methylimidazo[1,2-a]pyridine-6-carboxamide

Conditions
ConditionsYield
With palladium [2'-(amino-κN)[1,1'-biphenyl]-2-yl-κC][[5-(diphenylphosphino)-9,9-dimethyl-9H-xanthen-4-yl]diphenylphosphine-κP](methanesulfonato-κO); 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine In tetrahydrofuran; 1,4-dioxane at 85℃; Inert atmosphere; Sealed tube;100%
762-04-9

phosphonic acid diethyl ester

6188-23-4

6-bromoimidazo[1,2-a]pyridine

diethyl imidazo[1,2-a]pyridin-6-ylphosphonate

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); triethylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In toluene at 110℃; for 2h; Inert atmosphere;100%
6188-23-4

6-bromoimidazo[1,2-a]pyridine

64064-71-7

6-bromo-3-nitro-imidazo[1,2-a]pyridine

Conditions
ConditionsYield
With sulfuric acid; nitric acid In water at 20℃; for 0.25h;99%
With nitric acid In sulfuric acid
With nitric acid In sulfuric acid
With nitric acid In sulfuric acid
6188-23-4

6-bromoimidazo[1,2-a]pyridine

N,N-dimethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

C15H15N3

Conditions
ConditionsYield
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); dicyclohexyl(2',4',6'-triisopropyl-[1,1':3',1''-terphenyl]-2-yl)phosphane In 1,4-dioxane; water at 100℃;99%
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    CAS 6188-23-4 Molecular formula C7H5BrN2 Molecular weight 197.03200 Accurate mass 195.96400 PSA 17.30000 LOGP 2.09680 Density: 1.69 g/cm 3 Melting point: 76-78ºC Refractive index: 1.68

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Chemistry

IUPAC Name: 6-Bromoimidazo[1,2-a]pyridine 
Following is the structure of 6-Bromoimidazo[1,2-a]pyridine (CAS NO.6188-23-4):
                   
Empirical Formula: C7H5BrN2
Molecular Weight: 197.032
Index of Refraction: 1.688
Molar Refractivity: 44.26 cm3
Molar Volume: 116 cm3
Density: 1.69 g/cm3 
Melting point: 76-78 °C
Polarizability: 17.54 10-24cm3
Surface Tension: 52.4 dyne/cm 
Product Categories of 6-Bromoimidazo[1,2-a]pyridine (CAS NO.6188-23-4): blocks; Bromides; Imidazoles; Pyridines; CHIRAL CHEMICALS; Building Blocks; Imidazo[x,x-y]pyridine
Canonical SMILES: C1=CC2=NC=CN2C=C1Br
InChI: InChI=1S/C7H5BrN2/c8-6-1-2-7-9-3-4-10(7)5-6/h1-5H
InChIKey: FXPMFQUOGYGTAM-UHFFFAOYSA-N

Uses

 6-Bromoimidazo[1,2-a]pyridine (CAS NO.6188-23-4) is used for chiral chemicals.

Safety Profile

Hazard Codes: HarmfulXn
Risk Statements: 22-36/37/38 
R22:Harmful if swallowed. 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 22-26-36/37/39 
S22:Do not breathe dust. 
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.
Hazard Note: Harmful
HazardClass: IRRITANT

Specification

 6-Bromoimidazo[1,2-a]pyridine , its cas register number 6188-23-4. It also can be called Imidazo[1,2-a]pyridine, 6-bromo- .