Isobutylamine: Difference between revisions

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{{chemboxChembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 396496933448848315
| NameImageFile = Isobutylamine.svg
| ImageFile_Ref = {{chemboximage|correct|??}}
| ImageFile = Isobutylamine.svg
| ImageSize = 150
| ImageName = isobutylamine
| ImageName1 = Skeletal formula of isobutylamine
| IUPACName = 2-methylpropan-1-amine
| ImageFileImageFile1 = Isobutylamine-3D-balls.svgpng
| OtherNames =
| ImageSize1 = 150
| Section1 = {{Chembox Identifiers
| PIN = 2-Methylpropan-1-amine
| SMILES = NCC(C)C
| OtherNames = (2-Methylpropyl)amine
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| Section1 = {{Chembox Identifiers
| CASNo = 78-81-9
| CASNo_Ref = {{cascite|correct|CAS}}
| PubChem = 6558
| ChemSpiderID = 6310
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| KEGG_Ref = {{keggcite|changed|kegg}}
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 1H60H4LOHZ
| EINECS = 201-145-4
<!--| UNNumber = UN 1125 -->1214
| KEGG = C02787
| KEGG_Ref = {{keggcite|changedcorrect|kegg}}
| InChI = 1/C4H11N/c1-4(2)3-5/h4H,3,5H2,1-2H3
| ImageNameMeSHName = isobutylamine
| InChIKey = KDSNLYIMUZNERS-UHFFFAOYAP
| ChEBI = 15997
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| ChEBI_Ref = {{ebicite|correct|EBI}}
| RTECS = NP9900000
| Beilstein = 385626
| Gmelin = 81862
| 3DMet = B00498
| SMILES = NCCCC(C)CCN
| StdInChI = 1S/C4H11N/c1-4(2)3-5/h4H,3,5H2,1-2H3
| StdInChIKey_RefStdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = KDSNLYIMUZNERS-UHFFFAOYSA-N
| StdInChI_RefStdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| CASNo = 78-81-9
}}
| CASNo_Ref = {{cascite|correct|CAS}}
| Section2 = {{Chembox Properties
| RTECS =
| C = 4
<!--| UNNumber = UN 1125 -->
| H }}= 11
| N = 1
| Section2 = {{Chembox Properties
| Appearance = colorlessColorless liquid
| Formula = C<sub>4</sub>H<sub>11</sub>N
| Odor = Fishy, ammoniacal
| MolarMass = 73.14 g/mol
| Density = 0.736 g/cmmg mL<sup>3−1</sup>, liquid
| Appearance = colorless liquid
| MeltingPtK = 186.5
| Density = 0.736 g/cm<sup>3</sup>, liquid
| BoilingPtK = 340 to 342
| Solubility = miscible / miscibleMiscible
| MeltingPt = -72 °C
| BoilingPtRefractIndex = 63 °C1.397
<!--| Viscosity = pKa500 =μPa s (Alkaline) 12.5 at 20&nbsp;°C at 100g/l -->)
| MagSus = -59.8·10<sup>−6</sup> cm<sup>3</sup>/mol
| Viscosity = 0.5 [[Pascal second|mPa.s]] at 20 °C
}}
| Section7 Section3= {{Chembox HazardsThermochemistry
| DeltaHf = −133.0–−132.0 kJ mol<sup>−1</sup>
| ExternalMSDS = [http://physchem.ox.ac.uk/MSDS/BU/sec-butylamine.html External MSDS]
| DeltaHc = −3.0139–−3.0131 MJ mol<sup>−1</sup>
| EUClass = Dangerous for the environment ('''N'''); Highly flammable ('''F+'''); Harmful ('''Xn''')
| HeatCapacity = 194 J K<sup>−1</sup> mol<sup>−1</sup>
| FlashPt = -19 °C
}}
| RPhrases = {{R11}} {{R35}} {{R20}} {{R21}} {{R22}}
|Section4={{Chembox Hazards
| SPhrases = {{S3}} {{S16}} {{S26}} {{S29}} {{S45}} {{S36}} {{S37}} {{S39}}
| GHSPictograms = {{GHS flame}} {{GHS corrosion}} {{GHS skull and crossbones}}
}}
| GHSSignalWord = '''DANGER'''
| Section8 = {{Chembox Related
| HPhrases = {{H-phrases|225|301|314}}
| OtherCpds = [[N-Butylamine|''n''-butylamine]]<br />[[sec-butylamine|''sec''-butylamine]]<br />[[Tert-Butylamine|''tert''-butylamine]]<br />[[butane]]<br />[[isobutanol]]
| PPhrases = {{P-phrases|210|280|301+310|305+351+338|310}}
}}
| FlashPtC = −9
| LD50 = 224 mg kg<sup>−1</sup> <small>(oral, rat)</small>
}}
| Section8 Section5= {{Chembox Related
| OtherFunction_label = alkanamines
| OtherFunction = {{Unbulleted list|[[Ethylamine]]|[[Ethylenediamine]]|[[Propylamine]]|[[Isopropylamine]]|[[1,2-Diaminopropane]]|[[1,3-Diaminopropane]]|[[tert-Butylamine|''tert''-Butylamine]]|[[n-Butylamine|''n''-Butylamine]]|[[sec-Butylamine|''sec''-Butylamine]]|[[Putrescine]]}}
| OtherCompounds = {{Unbulleted list|[[2-Methyl-2-nitrosopropane]]|''N''-Methylisobutylamine}}
}}
}}
'''Isobutylamine''' is an organic chemical compound (specifically, an [[amine]]) with the formula (CH<sub>3</sub>)<sub>2</sub>CHCH<sub>2</sub>NH<sub>2</sub>, and occurs as a colorless liquid.<ref>[http://www.chemicalbook.com/ChemicalProductProperty_EN_CB9211238.htm Isobutylamine] chemicalbook.com</ref><ref>[http://www.chemblink.com/products/78-81-9.htm Isobutylamine] Chemblink.com</ref>. Isobutylamine is one of the four isomeric amines of [[butane]], the others being [[N-Butylamine|''n''-butylamine]], [[sec-butylamine|''sec''-butylamine]] and [[Tert-Butylamine|''tert''-butylamine]]. It is the decarboxylated form of the [[amino acid]] [[valine]], and the product of the metabolism thereof by the enzyme [[valine decarboxylase]].
 
Isobutylamine is an odorant binding to [[TAAR3]] in mice and can trigger sexual behaviour in male mice dependent on the cluster of TAAR2 through TAAR9.<ref name="pmid30158871">{{cite journal | vauthors = Harmeier A, Meyer CA, Staempfli A, Casagrande F, Petrinovic MM, Zhang YP, Künnecke B, Iglesias A, Höner OP, Hoener MC | title = How Female Mice Attract Males: A Urinary Volatile Amine Activates a Trace Amine-Associated Receptor That Induces Male Sexual Interest | journal = Frontiers in Pharmacology | volume = 9 | pages = 924 | date = 2018 | pmid = 30158871 | pmc = 6104183 | doi = 10.3389/fphar.2018.00924 | doi-access = free }}</ref>
'''Isobutylamine''' is an organic chemical compound (specifically, an [[amine]]) with the formula (CH<sub>3</sub>)<sub>2</sub>CHCH<sub>2</sub>NH<sub>2</sub>, and occurs as a colorless liquid.<ref>[http://www.chemicalbook.com/ChemicalProductProperty_EN_CB9211238.htm Isobutylamine] chemicalbook.com</ref><ref>[http://www.chemblink.com/products/78-81-9.htm Isobutylamine] Chemblink.com</ref>. Isobutylamine is one of the four isomeric amines of [[butane]], the others being [[N-Butylamine|''n''-butylamine]], [[sec-butylamine|''sec''-butylamine]] and [[Tert-Butylamine|''tert''-butylamine]].
 
==References==
{{reflistReflist}}
 
[[Category:Amines]]
 
 
[[Category:AminesAlkylamines]]
{{amine-stub}}
[[Category:Isobutyl compounds]]
 
{{amineAmine-stub}}
[[de:Isobutylamin]]
[[ja:イソブチルアミン]]
[[pt:Isobutilamina]]
[[fi:Isobutyyliamiini]]