sec-Butylamine

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sec-Butylamine
Skeletal formula of sec-butylamine
Space-filling model of sec-Butylamine
Names
IUPAC name
Butan-2-amine[1]
Other names
  • 2-Aminobutane
  • 2-Butanamine
  • (±)-sec-Butylamine
  • DL-sec-Butylamine
  • 1-Methylpropylamine
  • Mono-sec-butylamine
Identifiers
13952-84-6 YesY
13250-12-9 (R) N
513-49-5 (S) N
Abbreviations 2-AB[citation needed]
1361345, 1718761 (R), 1718760 (S)
ChEBI CHEBI:74526 N
ChemSpider 23255 YesY
2006669 (R) N
5145745 (S) N
EC Number 237-732-7
Jmol 3D model Interactive image
KEGG C18706 YesY
PubChem 24874
2724537 (R)
6713753 (S)
RTECS number EO3325000
UNII QAZ452YGSG YesY
UN number 2733
Properties
C4H11N
Molar mass 73.14 g·mol−1
Appearance Colorless liquid
Odor Fishy, ammoniacal
Density 724 mg mL−1
Melting point −104.50 °C; −156.10 °F; 168.65 K
Boiling point 63 °C; 145 °F; 336 K
Miscible[2]
1.3928
Viscosity 500 μPa s (at 20 °C)
Thermochemistry
−138.5–−136.5 kJ mol−1
−3.0095–−3.0077 MJ mol−1
Hazards
GHS pictograms The flame pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS) The corrosion pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS) The exclamation-mark pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS) The environment pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
GHS signal word DANGER
H225, H302, H314, H332, H400
P210, P273, P280, P305+351+338, P310
Highly Flammable F Corrosive C Dangerous for the Environment (Nature) N
R-phrases R11, R20/22, R35, R50
S-phrases S16, S26, 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 3: Short exposure could cause serious temporary or residual injury. E.g., chlorine gas 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
Flash point 19 °C (66 °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 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references

sec-Butylamine is an organic chemical compound (specifically, an amine) with the formula CH3CH2CH(NH2)CH3, and occurs as a colorless liquid. sec-Butylamine is one of the four isomeric amines of butane, the others being n-butylamine, tert-butylamine and isobutylamine. It is very harmful to aquatic organisms.

sec-Butylamine is used as a fungicide[3] and is considered a high production volume chemical. It is undergoing comprehensive review by the American Chemistry Council's Amines Panel as part of the Primary Amines Category.[citation needed]

Chemical structure[edit]

sec-Butylamine is one of the isomers of butylamine. It is chiral and therefore can exist in either of two enantiomeric forms.

(R)-Enantiomer (left) and (S)-enantiomer (right)

Safety[edit]

This compound is moderately toxic, as well as flammable and corrosive.

References[edit]

  1. ^ "SEC-BUTYLAMINE - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 26 March 2005. Identification and Related Records. Retrieved 8 May 2012. 
  2. ^ http://www.inchem.org/documents/icsc/icsc/eics0401.htm
  3. ^ Butylamine, AlanWood.net