3-Picoline may react with oxidizing materials . Neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.
Solvent; intermediate in the dye and resins industries; in the manufacture of insecticides, waterproofing agents, niacin, and niacinamide.
HARMFUL if swallowed, inhaled or absorbed through skin. Material is extremely destructive to tissue of the mucous membranes and upper respiratory tract, eyes and skin. Inhalation may be fatal as a result of spasm, inflammation of larynx and bronchi, chemical pneumonitis and pulmonary edema. Symptoms of exposure may include burning sensation, coughing, wheezing, laryngitis, shortness of breath, headache, nausea and vomiting.
A useful precursor to agrochemicals and antidotes for organophosphate poisoning.
In general, the same methods of purification that are described for 2-methylpyridine can be used. However, 3-methylpyridine often contains 4-methylpyridine and 2,6-lutidine, neither of which can be removed satisfactorily by drying and fractionation, or by using the ZnCl2 complex. Biddiscombe and Handley [J Chem Soc 1957 1954], after steam distillation as for 2-methylpyridine, treated the residue with urea to remove 2,6-lutidine, then azeotropically distilled with acetic acid (the azeotrope had b 114.5o/712mm), and recovered the base by adding excess of aqueous 30% NaOH, drying with solid NaOH and carefully fractionally distilling. The distillate is then fractionally crystallised by slow partial freezing. An alternative treatment [Reithoff et al. Ind Eng Chem (Anal Edn) 18 458 1946] is to reflux the crude base (500mL) for 20-24hours with a mixture of acetic anhydride (125g) and phthalic anhydride (125g) followed by distillation until phthalic anhydride begins to pass over. The distillate is treated with NaOH (250g in 1.5L of water) and then steam distilled. Addition of solid NaOH (250g) to this distillate (ca 2L) led to the separation of 3-methylpyridine which is removed, dried (K2CO3, then BaO) and fractionally distilled. (Subsequent fractional freezing would probably be advantageous.) The hydrochloride has m 85o, and the picrate has m 153o(from Me2CO, EtOH or H2O). [Beilstein 20 III/IV 2710, 20/5 V 506.]
Special Hazards of Combustion Products: Vapors may travel considerable distance to a source of ignition and flashback. Forms explosive mixtures in air. Emits toxic fumes under fire conditions.
Colorless liquid with a sweetish odor .
Air & Water Reactions
Highly Flammable. Water soluble.