Isobutylamine: Difference between revisions

{{

| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 448848315

| ImageFile = Isobutylamine.svg

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

| ImageSize = 150

| ImageName1 = Skeletal formula of isobutylamine

| ImageFile1 = Isobutylamine-3D-balls.png

| ImageSize1 = 150

| PIN = 2-Methylpropan-1-amine

| OtherNames = (2-Methylpropyl)amine

|Section1={{Chembox Identifiers

| CASNo = 78-81-9

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

| PubChem = 6558

| = {{|correct|}}

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

| UNII = 1H60H4LOHZ

| EINECS = 201-145-4

| UNNumber = 1214

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

| MeSHName = isobutylamine

| ChEBI = 15997

| ChEBI_Ref = {{ebicite|correct|EBI}}

| RTECS = NP9900000

| Beilstein = 385626

| Gmelin = 81862

| 3DMet = B00498

| SMILES = CC(C)CN

| = {{stdinchicite|correct|chemspider}}

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

}}

|Section2={{Chembox Properties

| C = 4

| N = 1

| Appearance = Colorless liquid

| Odor = Fishy, ammoniacal

| Density = 736 mg mL⁻¹

| MeltingPtK = 186.5

| BoilingPtK = 340 to 342

| Solubility = Miscible

| =

| (at 20°C

| MagSus = -59.8·10⁻⁶ cm³/mol

}}

|={{Chembox

| DeltaHf = −133.0–−132.0 kJ mol⁻¹

| DeltaHc = −3.0139–−3.0131 MJ mol⁻¹

| HeatCapacity = 194 J K⁻¹ mol⁻¹

}}

|Section4={{Chembox Hazards

| GHSPictograms = {{GHS flame}} {{GHS corrosion}} {{GHS skull and crossbones}}

| GHSSignalWord = '''DANGER'''

| HPhrases = {{H-phrases|225|301|314}}

| PPhrases = {{P-phrases|210|280|301+310|305+351+338|310}}

| FlashPtC = −9

| LD50 = 224 mg kg⁻¹ <small>(oral, rat)</small>

}}

|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 (CH₃)₂CHCH₂NH₂, 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>

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[[Category:Alkylamines]]

[[Category:Isobutyl compounds]]

{{Amine-stub}}