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Methyl 5-bromonicotinate

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CAS:29681-44-5
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CAS:29681-44-5
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Products Intro: Product Name: Methyl 5-bromonicotinate
CAS: 29681-44-5
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Methyl 5-bromonicotinate manufacturers

  • Methyl 5-bromonicotinate
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  • $0.00 / 25Kg/Drum
  • 2023-01-31
  • CAS:29681-44-5
  • Min. Order: 1Kg/Drum
  • Purity: 99%
  • Supply Ability: 5000KG
Methyl 5-bromonicotinate Basic information
Product Name:Methyl 5-bromonicotinate
Synonyms:5-BROMO-3-PYRIDINECARBOXYLIC ACID METHYL ESTER;5-BROMOPYRIDINE-3-CARBOXYLIC ACID METHYL ESTER;5-BROMO NICOTINIC ACID METHYL ESTER;METHYL 5-BROMONICOTINATE;METHYL 5-BROMOPYRIDINE-3-CARBOXYLATE;METHYL 3-BROMO-5-PYRIDINECARBOXYLATE;BUTTPARK 37\04-20;5-Bromonictinic acid ethyl ester
CAS:29681-44-5
MF:C7H6BrNO2
MW:216.03
EINECS:627-974-5
Product Categories:blocks;Bromides;Carboxes;Pyridines
Mol File:29681-44-5.mol
Methyl 5-bromonicotinate Structure
Methyl 5-bromonicotinate Chemical Properties
Melting point 96-100 °C
Boiling point 241.7±20.0 °C(Predicted)
density 1.579±0.06 g/cm3(Predicted)
storage temp. Inert atmosphere,Room Temperature
solubility Chloroform (Slightly), Methanol (Slightly)
form solid
pka0.84±0.20(Predicted)
color White
Water Solubility Slightly soluble in water.
InChIInChI=1S/C7H6BrNO2/c1-11-7(10)5-2-6(8)4-9-3-5/h2-4H,1H3
InChIKeyAAJZXPWBILCHAW-UHFFFAOYSA-N
SMILESC1=NC=C(Br)C=C1C(OC)=O
CAS DataBase Reference29681-44-5(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 37/38-41-36/37/38
Safety Statements 26-39-37/39
WGK Germany 3
HazardClass IRRITANT
HS Code 29333990
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
Methyl 5-bromonicotinate Usage And Synthesis
Chemical Propertieswhite powder
UsesA substrate used in a microwave-assisted, palladium-catalyzed arylation of acetone as its TMS enol ether.
ApplicationMethyl 5-bromonicotinate could be used to synthesize Pyridine alkaloids from Rubiaceae with various organometallic reagents by palladium-catalyzed cross-coupling reactions. This compound is a derivative of 5-bromonicotinic acid (BrnicH) which has been widely used in the last decade to obtain MOF materials with unique luminescence, magnetism, catalysis, and adsorption through assembling with lanthanide ions and transition metal ions, such as Cu(II), Co(II), Cd(II), Zn(II), and Pb(II)[1-2].
SynthesisTo an ice-cooled suspension of 5-bromo nicotinic acid (1.6g, 7.9 mmol) in diethyl ether (20ml), a solution of diazomethane in diethyl ether was added dropwise with stirring until the mixture remained yellow. The mixture was stirred for additional 15min (hood!), and the volatile compounds were removed by distillation in vaeuo. Finally, Methyl 5-bromonicotinate was obtained after purification[2].
References[1] WENJIE LI . Syntheses, crystal structures, and properties of new metal–5-bromonicotinate coordination polymers[J]. Journal of Solid State Chemistry, 2015. DOI:10.1016/j.jssc.2015.01.002.
[2] Bracher, F., Papke, T. Total syntheses and antimicrobial activities of pyridine alkaloids from Rubiaceae. Monatsh Chem 126, 805–809 (1995). https://doi.org/10.1007/BF00807174
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