n-Butylamine

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
Abbreviations NBA
605269
109-73-9 Yes
ChEBI CHEBI:43799 
ChEMBL ChEMBL13968 Yes
ChemSpider 7716 Yes
DrugBank DB03659 
EC number 203-699-2
1784
Jmol-3D images Image
MeSH n-butylamine
PubChem 8007
RTECS number EO29750002
UNII N2QV60B4WR 
UN number 1125
Properties
Molecular formula
 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 °C; 170 °F; 350 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
Specific
heat capacity (C)
 188 J K−1 mol−1
Std enthalpy of
formation (ΔfHo298)
 −128.9–−126.5 kJ mol−1
Std enthalpy of
combustion (ΔcHo298)
 −3.0196–−3.0174 MJ mol−1
Hazards
MSDS hazard.com
GHS pictograms
GHS signal word DANGER
H225, H302, H312, H314, H332
P210, P280, P305+351+338, P310
EU Index 612-005-00-0
EU classification F C
R-phrases R11 R20/21/22, R35
S-phrases S3, S16, S26, S29 S36/37/39 S45
NFPA 704
Flammability code 3: Liquids and solids that can be ignited under almost all ambient temperature conditions. Flash point between 23 and 38 °C (73 and 100 °F). E.g., gasoline) Health code 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g., chloroform Reactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g., liquid nitrogen Special hazards (white): no codeNFPA 704 four-colored diamond
3
2
0
Flash point −7 °C (19 °F; 266 K)
312 °C (594 °F; 585 K)
Explosive limits 1.7–9.8%
  • 366 mg kg−1 (oral, rat)
  • 626 mg kg−1 (dermal, rabbit)
US health exposure limits (NIOSH):
C 5 ppm (15 mg/m3) [skin][2]
C 5 ppm (15 mg/m3) [skin][2]
300 ppm[2]
Related compounds
Related alkanamines
Related compounds
 2-Methyl-2-nitrosopropane
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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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.[3]

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.[4]

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.[5]

References

  1. ↑ "n-butylamine - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 26 March 2005. Identification and Related Records. Retrieved 8 May 2012.
  2. ↑ 2.0 2.1 2.2 "NIOSH Pocket Guide to Chemical Hazards #0079". National Institute for Occupational Safety and Health (NIOSH).
  3. ↑ H. K. Hall (1957) J. Am. Chem. Soc. 79 5441.
  4. ↑ n-Butylamine MSDS
  5. ↑ CDC - NIOSH Pocket Guide to Chemical Hazards