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Isopropylamine

Isopropylamine (also known as monoisopropyl amine, MIPA, or 2-propylamine) is an organic compound, an amine. It is a hygroscopic colorless liquid with ammonia-like odor. It is miscible with water and flammable. It is a valuable intermediate in chemical industry.

Reactions

Isopropylamine exhibits reactions typical of other simple alkyl amines, i.e. protonation, alkylation, acylation, condensation with carbonyls. Like other simple aliphatic amines, isopropylamine is a weak base: the pK<sub>a</sub> of [(CH<sub>3</sub>)<sub>2</sub>)CHNH<sub>3</sub>]<sup>+</sup> is 10.63.

Preparation and use

Isopropylamine can be obtained by reaction of isopropyl alcohol with ammonia in presence of a catalyst:

(CH<sub>3</sub>)<sub>2</sub>CHOH + NH<sub>3</sub> → (CH<sub>3</sub>)<sub>2</sub>CHNH<sub>2</sub> + H<sub>2</sub>O

Isopropylamine is a building block for the preparation of many herbicides and pesticides including atrazine, bentazon, glyphosate, imazapyr, ametryne, desmetryn, prometryn, pramitol, dipropetryn, propazine, fenamiphos, and iprodione. It is a regulating agent for plastics, an intermediate in organic synthesis of coating materials, plastics, pesticides, rubber chemicals, pharmaceuticals and others, and is an additive in the petroleum industry.

References

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