Isopropylamine

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Isopropylamine
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Template:Longitem 605259
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MeSH 2-propylamine
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UN number 1221
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Template:Longitem Template:Chembox Elements/molecular formula
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Appearance Colourless liquid
Odor "Fishy"; ammoniacal
Density 688 mg mL−1
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log P 0.391
Vapor pressure 63.41 kPa (at 20 °C)
Template:Longitem 1.3742
Template:Longitem 163.85 J K−1 mol−1
Template:Longitem 218.32 J K−1 mol−1
Template:Longitem −113.0–−111.6 kJ mol−1
Template:Longitem −2.3540–−2.3550 MJ mol−1
Flash point Template:Chembox CalcTemperatures
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Explosive limits 2–10.4%
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Template:Longitem 2-Methyl-2-nitrosopropane

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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.[3]

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 pKa of [(CH3)2)CHNH3]+ is 10.63.[4]

Preparation and use

Isopropylamine can be obtained by reaction of isopropyl alcohol with ammonia in presence of a catalyst:[3]

(CH3)2CHOH + NH3 → (CH3)2CHNH2 + H2O

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.[3] 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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External links