Identification | More | [Name]
Methyl isonicotinate | [CAS]
2459-09-8 | [Synonyms]
ISONICOTINIC ACID METHYL ESTER METHYL 4-PYRIDINECARBOXYLATE METHYL ISONICOTINATE METHYL PYRIDINE-4-CARBOXYLATE PYRIDINE-4-CARBOXYLIC ACID METHYL ESTER RARECHEM AL BF 0097 4-Carbomethoxypyridine 4-Methoxycarbonylpyridine 4-Pyridinecarboxylic acid, methyl ester 4-pyridinecarboxylicacid,methylester 4-pyridinecarboxylicacidmethylester Methyl Isonicotinate 4-Picolinic Acid Methyl Ester Methyl 4-Pyridine Carbonate Methyl isonicotinate ,98% Isonicotinic acid methyl | [EINECS(EC#)]
219-546-8 | [Molecular Formula]
C7H7NO2 | [MDL Number]
MFCD00006427 | [Molecular Weight]
137.14 | [MOL File]
2459-09-8.mol |
Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . | [RIDADR ]
NA 1993 / PGIII | [WGK Germany ]
3
| [F ]
10 | [Hazard Note ]
Irritant | [TSCA ]
Yes | [HS Code ]
29333990 |
Hazard Information | Back Directory | [Chemical Properties]
CLEAR ORANGE TO BROWN LIQUID | [Uses]
Methyl Isonicotinate induces increased walking and take-off behaviour in western flower thrips, Frankliniella occidentalis. | [Flammability and Explosibility]
Notclassified | [Synthesis]
GENERAL STEPS: A mixture of chlorobrominated resin and K2CO3 in MeOH-H2O (8:2, 3 mL) was placed in a round-bottomed flask equipped with a magnetic stirrer. 4-Pyridinecarboxaldehyde (1 mmol, 1 equiv.) was added to it slowly and the reaction mixture was stirred at room temperature. The progress of the reaction was monitored by thin layer chromatography (TLC). After completion of the reaction, the mixture was filtered and the filtrate was extracted with ether (Et2O). The ether layer was washed sequentially with water, brine, dried with anhydrous sodium sulfate (Na2SO4), filtered and concentrated. If necessary, the residue was purified by column chromatography on silica gel (60-120 mesh) using a mixture of petroleum ether (PE) and ethyl acetate (EtOAc) (9:1) as eluent. | [References]
[1] Synthesis, 2010, # 2, p. 276 - 282 [2] Synlett, 2016, vol. 27, # 9, p. 1344 - 1348 [3] Tetrahedron Letters, 2014, vol. 55, # 39, p. 5358 - 5360 [4] Synthetic Communications, 2010, vol. 40, # 2, p. 186 - 195 [5] Synthesis, 2009, # 9, p. 1578 - 1581 |
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