Sec-Butylamine

Chemical compound From Wikipedia, the free encyclopedia

sec-Butylamine is an organic chemical compound (specifically, an amine) with the formula CH3CH2CH(NH2)CH3. It is a colorless liquid. sec-Butylamine is one of the four isomeric amines of butane, the others being n-butylamine, tert-butylamine, and isobutylamine. sec-Butylamine is chiral and therefore can exist in either of two enantiomeric forms.

Quick facts Names, Identifiers ...
sec-Butylamine
Skeletal formula of sec-butylamine
Skeletal formula of sec-butylamine
Names
Preferred IUPAC name
Butan-2-amine
Other names
  • 2-Aminobutane
  • 2-Butanamine
  • (±)-sec-Butylamine
  • DL-sec-Butylamine
  • 1-Methylpropylamine
  • Mono-sec-butylamine
Identifiers
3D model (JSmol)
Abbreviations 2-AB
1361345, 1718761 (R), 1718760 (S)
ChEBI
ChemSpider
ECHA InfoCard 100.034.288 Edit this at Wikidata
EC Number
  • 237-732-7
KEGG
RTECS number
  • EO3325000
UNII
UN number 2733
  • InChI=1S/C4H11N/c1-3-4(2)5/h4H,3,5H2,1-2H3 checkY
    Key: BHRZNVHARXXAHW-UHFFFAOYSA-N checkY
  • CCC(C)N
Properties
C4H11N
Molar mass 73.139 g·mol−1
Appearance Colorless liquid
Odor Fishy, ammoniacal
Density 0.724 g cm−3
Melting point −104.50 Â°C; −156.10 Â°F; 168.65 K
Boiling point 63 Â°C; 145 Â°F; 336 K
Miscible[1]
1.3928
Viscosity 500 μPa s (at 20 Â°C)
Thermochemistry
Std enthalpy of
formation (ΔfH⦵298)
 −138.5 to −136.5 kJ mol−1
Std enthalpy of
combustion (ΔcH⦵298)
 −3.0095 to −3.0077 MJ mol−1
Hazards
GHS labelling:
GHS02: Flammable GHS05: Corrosive GHS07: Exclamation mark GHS09: Environmental hazard
Danger
H225, H302, H314, H332, H400
P210, P273, P280, P305+P351+P338, P310
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gasFlammability 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. gasolineInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
3
3
0
Flash point 19 Â°C (66 Â°F; 292 K)
Lethal dose or concentration (LD, LC):
  • 152 mg kg−1 (oral, rat)
  • 2.5 g kg−1 (dermal, rabbit)
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 Â°C [77 Â°F], 100 kPa).
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sec-Butylamine is used in the production of some pesticides.[2]

Bromacil, a commercial herbicide, is produced from sec-butylamine.[3]

Safety

The LD50 (rat) for primary alkylamines is on the order of 100 – 1,000 mg/kg.[2]

References

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