propionyl chloride

{{Chembox

| ImageFile = Propanoyl chloride skeletal.svg

| ImageSize = 150px

| PIN = Propanoyl chloride

| OtherNames = Propionic chloride; propionic acid chloride (1:1)

| Section1 = {{Chembox Identifiers

| CASNo = 79-03-8

| PubChem = 62324

| UNII = MB6VL5OMB9

| SMILES = CCC(=O)Cl

}}

| Section2 = {{Chembox Properties

| C=3|H=5|Cl=1|O=1

| Appearance = colorless liquid

| Density = 1.0646 g/cm³

| MeltingPtC = -94

| BoilingPtC = 80

| Solubility =

}}

| Section3 = {{Chembox Hazards

| MainHazards = Corrosive, flammable; highly toxic

| LD50 = 100 mg/kg (rat, oral)

| FlashPtC = 54

| AutoignitionPt =

}}

}}

Propionyl chloride (also propanoyl chloride) is the organic compound with the formula CH₃CH₂C(O)Cl. It is the acyl chloride derivative of propionic acid. It undergoes the characteristic reactions of acyl chlorides.{{cite book|author=Michael B Smith|title=Organic Synthesis|url=https://books.google.com/books?id=bF-dBgAAQBAJ&pg=PA165|date=22 November 2016|publisher=Elsevier Science|isbn=978-0-12-800807-2|page=165}} It is a colorless, corrosive, volatile liquid.

It is used as a reagent for organic synthesis. In derived chiral amides and esters, the methylene protons are diastereotopic.{{cite journal|title=Diastereoselective Aldol Condensation Using a Chiral Oxazolidinone Auxiliary: (2S,3S)-3-Hydroxy-3-phenyl-2-methylpropanoic Acid

|first1=James R.|last1=Gage|first2=David A.|last2=Evans|journal=Org. Synth.|year=1990|volume=68|page=83|doi= 10.15227/orgsyn.068.0083}}

There have been effortshttps://www.federalregister.gov/documents/2023/10/12/2023-22570/propionyl-chloride to schedule Propionyl chloride as a DEA List 1 Chemical as it can be used to synthesize fentanyl.