n-Butylamine

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n-Butylamine
Skeletal formula of n-butylamine
Ball-and-stick model of the N-butylamine molecule
Names
IUPAC name
Butan-1-amine[1]
Other names
  • 1-Aminobutane
  • 1-Butanamine
  • Monobutylamime
Identifiers
109-73-9 YesY
Abbreviations NBA
605269
ChEBI CHEBI:43799 N
ChEMBL ChEMBL13968 YesY
ChemSpider 7716 YesY
DrugBank DB03659 N
EC Number 203-699-2
1784
Jmol 3D model Interactive image
MeSH n-butylamine
PubChem 8007
RTECS number EO29750002
UNII N2QV60B4WR N
UN number 1125
  • InChI=1S/C4H11N/c1-2-3-4-5/h2-5H2,1H3 YesY
    Key: HQABUPZFAYXKJW-UHFFFAOYSA-N YesY
  • CCCCN
Properties
C4H11N
Molar mass 73.14 g·mol−1
Appearance Colorless liquid
Odor fishy, ammoniacal
Density 740 mg mL−1
Melting point −49 °C; −56 °F; 224 K
Boiling point 77 to 79 °C; 170 to 174 °F; 350 to 352 K
Miscible
log P 1.056
Vapor pressure 9.1 kPa (at 20 °C)
570 μmol Pa−1 kg−1
1.401
Viscosity 500 µPa s (at 20 °C)
Thermochemistry
188 J K−1 mol−1
−128.9–−126.5 kJ mol−1
−3.0196–−3.0174 MJ mol−1
Vapor pressure {{{value}}}
Related compounds
Related alkanamines
Related compounds
2-Methyl-2-nitrosopropane
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references

n-Butylamine is an organic compound (specifically, an amine) with the formula CH3CH2CH2CH2NH2. This colourless liquid is one of the four isomeric amines of butane, the others being sec-butylamine, tert-butylamine and isobutylamine. At standard temperature and pressure, n-butylamine 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.

Like other simple, aliphatic amines, n-butylamine is a weak base, with a pKa, in its protonated form, of 10.59.[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.

Safety

The LD50 to rats through the oral exposure route is 366 mg/kg.[3]

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/m3) for dermal exposure.[4]

References

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  2. H. K. Hall (1957) J. Am. Chem. Soc. 79 5441.
  3. n-Butylamine MSDS
  4. CDC - NIOSH Pocket Guide to Chemical Hazards