Methyl isonicotinate CAS 2459-09-8
Introduction：Basic information about Methyl isonicotinate CAS 2459-09-8, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Methyl isonicotinate Basic information
| Product Name: | Methyl isonicotinate |
| Synonyms: | METHYL 4-PYRIDINECARBOXYLATE;METHYL ISONICOTINATE;METHYL PYRIDINE-4-CARBOXYLATE;ISONICOTINIC ACID METHYL ESTER;PYRIDINE-4-CARBOXYLIC ACID METHYL ESTER;RARECHEM AL BF 0097;4-Carbomethoxypyridine;4-Methoxycarbonylpyridine |
| CAS: | 2459-09-8 |
| MF: | C7H7NO2 |
| MW: | 137.14 |
| EINECS: | 219-546-8 |
| Product Categories: | carboxylic ester;C7 and C8;Heterocyclic Building Blocks;Pyridines;2459-09-8;bc0001 |
| Mol File: | 2459-09-8.mol |
Methyl isonicotinate Chemical Properties
| 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 | n |
| Fp | 180 °F |
| storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
| 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. |
| 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 | 4-Pyridinecarboxylic acid, methyl ester (2459-09-8) |
Safety Information
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 26-36 |
| RIDADR | NA 1993 / PGIII |
| WGK Germany | 3 |
| F | 10 |
| Hazard Note | Irritant |
| TSCA | TSCA listed |
| HazardClass | CBL |
| HS Code | 29333990 |
| Storage Class | 10 - Combustible liquids |
| Hazard Classifications | Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
| Chemical Properties | CLEAR ORANGE TO BROWN LIQUID |
| Uses | Methyl Isonicotinate induces increased walking and take-off behaviour in western flower thrips, Frankliniella occidentalis. |
| Uses | Methyl Isonicotinate induces increased walking and take-off behavior in western flower thrips, Frankliniella occidentalis. |
| Uses | Methyl isonicotinate can be used in:
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| Flammability and Explosibility | Not classified |
| Synthesis | 872-85-5 67-56-1 2459-09-8 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 |
Methyl isonicotinate Preparation Products And Raw materials
| Raw materials | Isonicotinic acid-->4-Pyridinecarboxaldehyde-->4-Methylpyridine-->Methanol-->Ethyl isonicotinate-->Potassium carbonate |
| Preparation Products | 4-Pyridylcarbinol-->3-ForMylpyrazolo[1,5-a]pyridine-5-carboxylic acid-->Methyl 2-forMylisonicotinate-->N-METHYL-4-PIPERIDINECARBOXYLIC ACID METHYL ESTER-->4-METHYL-5-PYRIDIN-4-YL-4H-[1,2,4]TRIAZOLE-3-THIOL-->1-(4-PYRIDINYL)-1,3-BUTANEDIONE-->2-(4,5-Dihydro-3H-pyrrol-2-yl)-pyridine-->3-(Pyridin-4-yl)dihydrofuran-2(3H)-one-->methyl 3-formylpyrazolo[1,5-a]pyridine-5-carboxylate-->methyl 2-(chloromethyl)isonicotinate |
