Name | 2-acetyl-4-methylpyridine |
Synonyms | 2-Acetyl-4-picoline 2-ACETYL-4-METHYLPYRIDIN 2-ACETYL-4-METHYLPYRIDINE 2-acetyl-4-methylpyridine 2-Acetyl-4-Methylpiridine 4-methyl-2-acetylpyridine 1-(4-methylpyridin-2-yl)ethanone 1-(4-METHYL-PYRIDIN-2-YL)-ETHANONE 1-(4-methylpyridin-2-yl)ethan-1-one |
CAS | 59576-26-0 |
InChI | InChI=1/C8H9NO/c1-6-3-4-9-8(5-6)7(2)10/h3-5H,1-2H3 |
Molecular Formula | C8H9NO |
Molar Mass | 135.16 |
Density | 1.036±0.06 g/cm3(Predicted) |
Melting Point | 30-34°C(lit.) |
Boling Point | 95-97 °C(Press: 15 Torr) |
Flash Point | 203°F |
Solubility | soluble in Methanol |
Vapor Presure | 0.0788mmHg at 25°C |
Appearance | powder to lump |
Color | White to Gray to Brown |
pKa | 3.82±0.10(Predicted) |
Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
Refractive Index | 1.512 |
MDL | MFCD01863638 |
Hazard Symbols | Xi - Irritant |
Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
WGK Germany | 3 |
HS Code | 29333990 |
Application | 2-acetyl-4-methylpyridine is an organic intermediate with colorless needle-like crystals. 2-acetyl-4-methylpyridine can be obtained from the reaction of 2-nitrile-4-methylpyridine with methylmagnesium iodide or from the reaction of 4-methylpyridine with triacetaldehyde. |
preparation | 4-methylpyridine (20g,215 mmol), trifluoroacetic acid (TFA,24.5g,215 mmol), tert-butyl hydroperoxide (53.4 mL of a 70 wt% aqueous solution, 415 mmol,Acros), iron (II) sulfate heptahydrate (1.0g,3.60mmol) A solution of triacetaldehyde (142g,1.07 mol) and MeCN(120 mL) was heated under reflux for 4 h. The reaction mixture was concentrated by distillation, cooled to room temperature, neutralized with saturated aqueous Na2CO3 solution, and extracted twice with EtOAc. The combined organic layers were washed with brine, dried over MgSO4, and concentrated in vacuo. The residue was purified by flash chromatography (EtOAc: n-hexane = 1: 4) to give the title compound as colorless needles in yield (5.80g,20%). |