n-Butylamine
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Names | |
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IUPAC name
Butan-1-amine[1]
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Other names
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Identifiers | |
3D model (JSmol)
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Abbreviations | NBA |
605269 | |
ChEBI | |
ChEMBL | |
ChemSpider | |
DrugBank | |
ECHA InfoCard | 100.003.364 |
EC Number |
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1784 | |
MeSH | n-butylamine |
PubChem CID
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RTECS number |
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UNII | |
UN number | 1125 |
CompTox Dashboard (EPA)
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Properties | |
C4H11N | |
Molar mass | 73.139 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) |
Henry's law
constant (kH) |
570 μmol Pa−1 kg−1 |
Refractive index (nD)
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1.401 |
Viscosity | 500 µPa s (at 20 °C) |
Thermochemistry | |
Heat capacity (C)
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188 J K−1 mol−1 |
Std enthalpy of
formation (ΔfH⦵298) |
−128.9–−126.5 kJ mol−1 |
Std enthalpy of
combustion (ΔcH⦵298) |
−3.0196–−3.0174 MJ mol−1 |
Hazards | |
GHS labelling: | |
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Danger | |
H225, H302, H312, H314, H332 | |
P210, P280, P305+P351+P338, P310 | |
NFPA 704 (fire diamond) | |
Flash point | −7 °C (19 °F; 266 K) |
312 °C (594 °F; 585 K) | |
Explosive limits | 1.7–9.8% |
Lethal dose or concentration (LD, LC): | |
LD50 (median dose)
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LCLo (lowest published)
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4000 ppm (rat, 4 hr) 263 ppm (mouse, 2 hr)[3] |
NIOSH (US health exposure limits): | |
PEL (Permissible)
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C 5 ppm (15 mg/m3) [skin][2] |
REL (Recommended)
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C 5 ppm (15 mg/m3) [skin][2] |
IDLH (Immediate danger)
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300 ppm[2] |
Safety data sheet (SDS) | hazard.com |
Related compounds | |
Related alkanamines
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Related compounds
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2-Methyl-2-nitrosopropane |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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.[4]
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.[5]
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.[6]
References
- ^ "n-butylamine - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 26 March 2005. Identification and Related Records. Retrieved 8 May 2012.
- ^ a b c NIOSH Pocket Guide to Chemical Hazards. "#0079". National Institute for Occupational Safety and Health (NIOSH).
- ^ a b "N-Butylamine". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
- ^ H. K. Hall (1957) J. Am. Chem. Soc. 79 5441.
- ^ n-Butylamine MSDS
- ^ CDC - NIOSH Pocket Guide to Chemical Hazards