ⓘ N-Butylamine. n -Butylamine is an organic compound with the formula CH 3 NH 2. This colourless liquid is one of the four isomeric amines of butane, the others b ..

                                     

ⓘ N-Butylamine

n -Butylamine is an organic compound with the formula CH 3 NH 2. This colourless liquid is one of the four isomeric amines of butane, the others being sec -butylamine, tert -butylamine, and isobutylamine. It is a liquid having the fishy, ammonia-like odor common to amines. The liquid acquires a yellow color upon storage in air. It is soluble in all organic solvents.

                                     

1. Synthesis and reactions

It is produced by the reaction of ammonia and alcohols over alumina:

CH 3 CH 2 3 OH + NH 3 → CH 3 CH 2 3 NH 2 + H 2 O

n -Butylamine exhibits reactions typical of other simple alkyl amines, i.e. protonation, alkylation, acylation, condensation with carbonyls. Like other simple aliphatic amines, n -butylamine is a weak base: the pK a of + is 10.78.

n -Butylamine is also a commonly used ligand in coordination chemistry, which can coordinate with metal ions, such as Pt 2+, Pd 2+ ions, and form tetrabutylamine- or dibutylamine- metal complexes.

                                     

2. Uses

This compound is used as an ingredient in the manufacture of pesticides such as thiocarbazides, pharmaceuticals, and emulsifiers. It is also a precursor for the manufacture of N, N ′-dibutylthiourea, a rubber vulcanization accelerator, and n -butylbenzenesulfonamide, a plasticizer of nylon. It is used in the synthesis of fengabine, the fungicide benomyl, and butamoxane, and the antidiabetic tolbutamide.

                                     

3. Safety

The LD 50 to rats through the oral exposure route is 366 mg/kg.

In regards to occupational exposures to n -butylamine, the Occupational Safety and Health Administration and National Institute for Occupational Safety and Health have set occupational exposure limits at a ceiling of 5 ppm 15 mg/m 3 for dermal exposure.

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