propargylamine

{{Chembox

| ImageFile = Propargyl amine.svg

| ImageSize =

| ImageAlt =

| IUPACName =

| OtherNames = {{Unbulleted list|2-Propyn-1-amine|prop-2-yn-1-amine}}

| Section1 = {{Chembox Identifiers

| CASNo = 2450-71-7

| PubChem = 239041

| SMILES = }}

| Section2 = {{Chembox Properties

| C=3|H=5|N=1

| MolarMass =

| Appearance = colorless liquid

| Density = 0.867 g/cm³

| MeltingPt =

| BoilingPtC = 83

| Solubility = }}

| Section3 = {{Chembox Hazards

| MainHazards =

| FlashPt =

| AutoignitionPt = }}

}}

Propargylamine is an organic compound with the formula HC≡CCH₂NH₂. It is a colorless, odorless liquid that is used as a precursor to other compounds.{{cite journal | doi=10.1021/acs.chemrev.7b00343 | title=Synthesis and Reactivity of Propargylamines in Organic Chemistry | year=2017 | last1=Lauder | first1=Kate | last2=Toscani | first2=Anita | last3=Scalacci | first3=Nicolò | last4=Castagnolo | first4=Daniele | journal=Chemical Reviews | volume=117 | issue=24 | pages=14091–14200 | pmid=29166000 | url=https://kclpure.kcl.ac.uk/portal/en/publications/synthesis-and-reactivity-of-propargylamines-in-organic-chemistry(47919fe8-e7fc-4b3b-9296-e921fcf9673f).html }} Propargyl amines are produced by reactions of amines with propargyl halides.

The behavior of propargyl amine is illustrated by its acylation benzoyl chloride to the amide. A Sonogashira coupling of the terminal alkyne end with another equivalent of benzoylchloride gives the dicarbonyl, a precursor to an oxazole.A new consecutive three-component oxazole synthesis by an amidation–coupling–cycloisomerization (ACCI) sequence Eugen Merkul and Thomas J. J. Müller Chem. Commun., 2006, 4817 - 4819, {{doi|10.1039/b610839c}}

:Image:OxazoleFrompropargylamide.png