toluidine

There are three isomers of toluidine, which are organic compounds discovered and named by James Sheridan Muspratt and August Wilhelm von Hofmann in 1845. These isomers are '''o-toluidine, m-toluidine, and p-toluidine', with the prefixed letter abbreviating, respectively, ortho; meta; and para. All three are aryl amines whose chemical structures are similar to aniline except that a methyl group is substituted onto the benzene ring. The difference between these three isomers is the position where the methyl group (–CH3) is bonded to the ring relative to the amino functional group (–NH2); see illustration of the chemical structures below.

{| class="wikitable" border="1" style="text-align:center; background:#ffffff;" ! colspan="4" style="background:#ccccff;" | Toluidine isomers |- | Methyl position | ortho | meta | para |- | Common name | o-toluidine | m-toluidine | p-toluidine |- | Other names | o-methylaniline | m-methylaniline | p-methylaniline |- | Chemical name | 2-methylaniline | 3-methylaniline | 4-methylaniline |- | Chemical formula | colspan="3" | C7H9N |- | Molecular mass | colspan="3" | 107.17 g/mol |- | Glass transition temperature | 189 K | 187 K | Glass not formed |- | Melting point | −23 °C | −30 °C | 43 °C |- | Boiling point | 199–200 °C | 203–204 °C | 200 °C |- | Density | 1.00 g/cm3 | 0.98 g/cm3 | 1.05 g/cm3 |- | Magnetic susceptibility | 76.0 × 10−6 cm3/mol | 74.6 × 10−6 cm3/mol | 72.1 × 10−6 cm3/mol |- | CAS number | [95-53-4] | [108-44-1] | [106-49-0] |- | SMILES | Cc1ccccc1N | Cc1cccc(N)c1 | Cc1ccc(N)cc1 |- | | 90px | 90px | 45px |- | colspan=4 style="background:#ccccff;" | Disclaimer and references |}