sec-Butylamine

{{DISPLAYTITLE:sec-Butylamine}}

{{Use dmy dates|date=September 2020}}

{{Chembox

| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 464388153

| Name = sec-Butylamine

| ImageFile = Sec-butylamine.svg

| ImageFile_Ref = {{chemboximage|correct|??}}

| ImageSize = 150

| ImageName = Skeletal formula of sec-butylamine

| ImageFile1 =

| ImageSize1 = 150

| ImageName1 = Space-filling model of sec-Butylamine

| PIN = Butan-2-amine

| OtherNames = {{Unbulleted list|2-Aminobutane|2-Butanamine|(±)-sec-Butylamine|DL-sec-Butylamine|1-Methylpropylamine|Mono-sec-butylamine

}}

|Section1={{Chembox Identifiers

| Abbreviations = 2-AB

| CASNo = 13952-84-6

| CASNo_Ref = {{cascite|correct|CAS}}

| CASNo1 = 13250-12-9

| CASNo1_Ref = {{cascite|correct|CAS}}

| CASNo1_Comment = (R)

| CASNo2 = 513-49-5

| CASNo2_Ref = {{cascite|correct|CAS}}

| CASNo2_Comment = (S)

| PubChem = 24874

| PubChem1 = 2724537

| PubChem1_Comment = (R)

| PubChem2 = 6713753

| PubChem2_Comment = (S)

| ChemSpiderID = 23255

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID1 = 2006669

| ChemSpiderID1_Ref = {{chemspidercite|changed|chemspider}}

| ChemSpiderID1_Comment = (R)

| ChemSpiderID2 = 5145745

| ChemSpiderID2_Ref = {{chemspidercite|changed|chemspider}}

| ChemSpiderID2_Comment = (S)

| UNII = QAZ452YGSG

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII1_Ref = {{fdacite|correct|FDA}}

| UNII1 = 29HC5ICB6K

| UNII1_Comment = (R)

| UNII2_Ref = {{fdacite|correct|FDA}}

| UNII2 = Z192XWH21O

| UNII2_Comment = (S)

| EINECS = 237-732-7

| UNNumber = 2733

| ChEBI_Ref = {{ebicite|changed|EBI}}

| ChEBI = 74526

| KEGG = C18706

| KEGG_Ref = {{keggcite|correct|kegg}}

| Beilstein = 1361345, 1718761 (R), 1718760 (S)

| SMILES = CCC(C)N

| StdInChI = 1S/C4H11N/c1-3-4(2)5/h4H,3,5H2,1-2H3

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = BHRZNVHARXXAHW-UHFFFAOYSA-N

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| RTECS = EO3325000

}}

|Section2={{Chembox Properties

| C=4 | H=11 | N=1

| Appearance = Colorless liquid

| Odor = Fishy, ammoniacal

| Density = 0.724 g cm⁻³

| MeltingPtK = 168.65

| BoilingPtK = 336

| Solubility = Miscible{{Cite web|url=http://www.inchem.org/documents/icsc/icsc/eics0401.htm|title=ICSC 0401 - sec-BUTYLAMINE}}

| RefractIndex = 1.3928

| Viscosity = 500 μPa s (at 20 °C)

}}

|Section3={{Chembox Thermochemistry

| DeltaHf = −138.5 to −136.5 kJ mol⁻¹

| DeltaHc = −3.0095 to −3.0077 MJ mol⁻¹

}}

|Section4={{Chembox Hazards

| GHSPictograms = {{GHS flame}} {{GHS corrosion}} {{GHS exclamation mark}} {{GHS environment}}

| GHSSignalWord = DANGER

| HPhrases = {{H-phrases|225|302|314|332|400}}

| PPhrases = {{P-phrases|210|273|280|305+351+338|310}}

| NFPA-H = 3

| NFPA-R = 0

| NFPA-F = 3

| FlashPtC = 19

| LD50 = {{Unbulleted list|152 mg kg⁻¹ (oral, rat)|2.5 g kg⁻¹ (dermal, rabbit)}}

}}

|Section5={{Chembox Related

| OtherFunction_label = alkanamines

| OtherFunction = {{Unbulleted list|Propylamine|Isopropylamine|Isobutylamine|tert-Butylamine|n-Butylamine}}

| OtherCompounds = 2-Methyl-2-nitrosopropane

}}

}}

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.

sec-Butylamine is used in the production of some pesticides.{{Ullmann|first1=Karsten|last1=Eller|first2=Erhard|last2=Henkes|first3=Roland|last3=Rossbacher|first4=Hartmut|last4=Höke|title=Amines, Aliphatic|year=2005|doi=10.1002/14356007.a02_001}}

:image:Bromacil skeletal.svg, a commercial herbicide, is produced from sec-butylamine.United States Environmental Protection Agency. "Bromacil". 1996, pp. 1–11. Accessed 9 October 2012]]{{clear-left}}