2-Aminobenzaldehyde on:
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2-Aminobenzaldehyde is an
organic compound
Some chemical authorities define an organic compound as a chemical compound that contains a carbon–hydrogen or carbon–carbon bond; others consider an organic compound to be any chemical compound that contains carbon. For example, carbon-co ...
with the formula C6H4(NH2)CHO. It is one of three isomers of aminobenzaldehyde. It is a low-melting yellow solid that is soluble in water.
Preparation and reactions
It is usually prepared by reduction of 2-nitrobenzaldehyde with iron oriron(II) sulfate
Iron(II) sulfate or ferrous sulfate (British English: sulphate instead of sulfate) denotes a range of salts with the formula Fe SO4·''x''H2O. These compounds exist most commonly as the heptahydrate (''x'' = 7), but several values for ...
. Like related aminoaldehydes, it is unstable with respect to self-condensation.
2-Aminobenzaldehyde is used to prepare quinoline
Quinoline is a heterocyclic aromatic organic compound with the chemical formula C9H7N. It is a colorless hygroscopic liquid with a strong odor. Aged samples, especially if exposed to light, become yellow and later brown. Quinoline is only sl ...
s by the Friedländer synthesis:
By template reactions, it also forms trimeric and tetrameric condensation products that have been studied as ligand
In coordination chemistry, a ligand is an ion or molecule with a functional group that binds to a central metal atom to form a coordination complex. The bonding with the metal generally involves formal donation of one or more of the ligand's el ...
s.
References