N-Butylamine

n-Butylamine
IUPAC name Butan-1-amine[1]
Other names 1-Aminobutane 1-Butanamine Monobutylamime
Identifiers
Abbreviations	NBA
CAS number	109-73-9 Y
PubChem	8007
ChemSpider	7716 Y
UNII	N2QV60B4WR N
EC number	203-699-2
UN number	1125
DrugBank	DB03659
MeSH	n-butylamine
ChEBI	CHEBI:43799 N
ChEMBL	CHEMBL13968 Y
RTECS number	EO29750002
Beilstein Reference	605269
Gmelin Reference	1784
Jmol-3D images	Image 1
SMILES CCCCN
InChI InChI=1S/C4H11N/c1-2-3-4-5/h2-5H2,1H3 Y Key: HQABUPZFAYXKJW-UHFFFAOYSA-N Y
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 to 79 °C; 170 to 174 °F; 350 to 352 K
Solubility in water	Miscible
log P	1.056
Vapor pressure	9.1 kPa (at 20 °C)
kH	570 μmol Pa−1 kg−1
Refractive index (nD)	1.401
Viscosity	500 μPa s (at 20 °C)
Thermochemistry
Std enthalpy of formation ΔfHo298	−128.9–−126.5 kJ mol−1
Std enthalpy of combustion ΔcHo298	−3.0196–−3.0174 MJ mol−1
Specific heat capacity, C	188 J K−1 mol−1
Hazards
MSDS	hazard.com
GHS pictograms
GHS signal word	DANGER
GHS hazard statements	H225, H302, H312, H314, H332
GHS precautionary statements	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
Flash point	−7 °C; 19 °F; 266 K
Autoignition temperature	312 °C; 594 °F; 585 K
Explosive limits	1.7–9.8%
LD50	366 mg kg−1 (oral, rat) 626 mg kg−1 (dermal, rabbit)
Related compounds
Related alkanamines	Propylamine Isopropylamine 1,2-Diaminopropane 1,3-Diaminopropane Isobutylamine tert-Butylamine sec-Butylamine Putrescine Pentylamine Cadaverine
Related compounds	2-Methyl-2-nitrosopropane
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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 pK_a, 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