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What is the 2-Iodobenzoic acid?Uses,Synthesis,Purification Methods

Aug 14,2020

2-Iodobenzoic acid, or o-iodobenzoic acid, is a white crystal powder, It is an organic compound with the formulaI C6H4COOH. The synthesis of 2-iodobenzoic acid via the diazotization of anthranilic acid is commonly performed in university organic chemistry labs.This structure is also available as a 2d Mol file or as a computed 3d SD file,The 3d structure may be viewed using Java or Javascript.

Uses

2-Iodobenzoic acid (or o-iodobenzoic acid)is commonly used as a precursor for the synthesis of 2-Iodoxybenzoic acid (IBX) and Dess-Martin peridinane, which are used as mild oxidants. It is also used in Suziki reaction.

Synthesis

2-Iodobenzoic acid can be synthesized via a Sandmeyer reaction consisting of the diazotization of anthranilic acid followed by a diazo replacement. First anthranilic acid is treated with nitrous acid in order to convert the amino group into the diazo group. The diazo group is ejected, yielding a carbocation which is then attacked by highly nucleophilic I− anion.

Purification Methods

Crystallise the acid repeatedly from water and EtOH. Sublime it under vacuum at 100°. [Beilstein 9 IV 1030.]

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