2Methylquinoline

2-Methylquinoline, also known as quinaldine, is an organic compound with the chemical formula C10H9N. It is a derivative of quinoline, featuring a methyl group at the second position of the quinoline ring. Quinaldine is a colorless to yellowish liquid with a characteristic odor. It is slightly soluble in water but miscible with most organic solvents.

The synthesis of 2-methylquinoline can be achieved through various methods, with the Skraup synthesis and the Doebner-von Miller reaction being common routes. In the Skraup synthesis, aniline reacts with crotonaldehyde or paraldehyde in the presence of an acid catalyst and an oxidizing agent. The Doebner-von Miller reaction involves the condensation of an aniline with an alpha,beta-unsaturated aldehyde or ketone.

2-Methylquinoline finds application as a precursor in the synthesis of various dyes, pharmaceuticals, and agrochemicals. For instance, it is used in the production of cyanine dyes, which are employed in photography and as fluorescent probes. It also serves as a building block for certain antimalarial drugs and other medicinal compounds. Due to its chemical properties, it can also be used as a solvent in specific chemical processes. The compound is generally handled with care due to its potential irritant properties.