| 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 |
| Chemical Properties | Back Directory | [Appearance]
CLEAR ORANGE TO BROWN LIQUID | [Melting point ]
8-8.5 °C (lit.) | [Boiling point ]
207-209 °C (lit.) | [density ]
1.161 g/mL at 25 °C(lit.)
| [vapor pressure ]
32.2Pa at 25℃ | [refractive index ]
n20/D 1.512(lit.)
| [Fp ]
180 °F
| [storage temp. ]
2-8°C
| [solubility ]
Chloroform, Ethyl Acetate | [form ]
Liquid | [pka]
pK1:3.26(＋1) (25°C) | [color ]
Clear orange to brown | [Specific Gravity]
1.001 | [Water Solubility ]
Slightly soluble in water. | [Detection Methods]
GC.NMR | [BRN ]
114618 | [InChI]
1S/C7H7NO2/c1-10-7(9)6-2-4-8-5-3-6/h2-5H,1H3 | [InChIKey]
OLXYLDUSSBULGU-UHFFFAOYSA-N | [SMILES]
COC(=O)c1ccncc1 | [LogP]
0.464 at 25℃ | [CAS DataBase Reference]
2459-09-8(CAS DataBase Reference) | [NIST Chemistry Reference]
Pyridine-4-carboxylic acid, methyl ester(2459-09-8) | [EPA Substance Registry System]
2459-09-8(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P264-P271-P280-P302+P352-P305+P351+P338 | [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 | [REACH Registrations]
Inactive | [HazardClass ]
CBL | [HS Code ]
29333990 | [Storage Class]
10 - Combustible liquids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| 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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