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29681-43-4

Methyl 4-methoxypyridine-2-carboxylate

CAS: 29681-43-4

Molecular Formula: C8H9NO3

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29681-43-4 - Names and Identifiers

Name Methyl 4-methoxypyridine-2-carboxylate
Synonyms METHYL 4-METHOXYPICOLINATE
methyl 4-methoxypyridin-2-carboxyate
Methyl 4-methoxypyridine-2-carboxylate
METHYL 4-METHOXY-2-PYRIDINECARBOXYLATE
METHYL 4-METHOXYPYRIDINE-2-CARBOXYLATE
4-Methoxy-pyridine-2-carboxylic acid metyl ester
4-Methoxypyridine-2-carboxylic acid methyl ester
4-methoxy-pyridine-2-carboxylic acid methyl ester
4-METHOXY-2-PYRIDINE CARBOXYLIC ACID METHYL ESTER
4-METHOXY-PYRIDINE-2-CARBOXYLIC ACID METHYL ESTER
CAS 29681-43-4
EINECS 685-565-7
InChI InChI=1/C8H9NO3/c1-11-6-3-4-9-7(5-6)8(10)12-2/h3-5H,1-2H3

29681-43-4 - Physico-chemical Properties

Molecular FormulaC8H9NO3
Molar Mass167.16
Density1.156±0.06 g/cm3(Predicted)
Melting Point47-50
Boling Point280.4±20.0 °C(Predicted)
Flash Point123.4°C
Solubility DMSO (Slightly), Methanol (Very Slightly)
Vapor Presure0.0038mmHg at 25°C
AppearanceSolid
ColorPale Yellow
pKa2.44±0.10(Predicted)
Storage ConditionInert atmosphere,Room Temperature
Refractive Index1.503
MDLMFCD00956223

29681-43-4 - Risk and Safety

Hazard SymbolsXi - Irritant
Irritant
WGK Germany3
Hazard ClassIRRITANT

29681-43-4 - Reference Information

application methyl 4-methoxypicolinic acid is an organic intermediate that can be made of 2-picolinic acid As a raw material, 4-chloro-2-picolinic acid is first chlorinated, and then reacted with methanol to prepare methyl 4-methoxypicolinic acid.
Preparation 2-picolinic acid (9.92g,80.7mmol) and sodium bromide (0.90g,8.7mmol) were added to thionyl chloride (70mL), and the mixture was heated and refluxed for 16 hours.
The reaction was vacuum concentrated and cooled to 0°C. MeOH(30mL) was carefully added and the reaction was heated and refluxed for 36 h. Vacuum removed the solvent, dissolved the residue in CH2Cl2(100mL), added sodium carbonate (12.8g,121mmol), and stirred the mixture for 3 hours. H2O(100mL) was added and the reaction was extracted with CH2Cl2(5 × 50mL). The combined organic extracts were dried (MgSO4) and concentrated in vacuum. The crude residue was purified by rapid column chromatography (SiO2, eluted with Et2O, then eluted with a 5:95 MeOH-CH2Cl2) and recrystallized (hexane) to give the white acicular product methyl 4-methoxypicolinate (9.03g,67%).
Last Update:2024-04-09 20:52:54
29681-43-4
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