(S)-(-)-2-ACETOXYPROPIONYL CHLORIDE

(S)-(-)-2-ACETOXYPROPIONYL CHLORIDE Basic information
Product Name:(S)-(-)-2-ACETOXYPROPIONYL CHLORIDE
Synonyms:(S)-(-)-O-ACETYLLACTOYL CHLORIDE;(S)-(-)-2-ACETOXYPROPIONYL CHLORIDE;(S)-2-ACETOXYPROPIONYL CHLORIDE;S-ACETOXYPROPIONYL CHLORIDE;O-ACETYL-L-LACTYL CHLORIDE;AP-CL;2-Acetoxy propionyl chloride;acetic acid (1-chloro-1-oxopropan-2-yl) ester
CAS:36394-75-9
MF:C5H7ClO3
MW:150.56
EINECS:420-610-4
Product Categories:synthons
Mol File:36394-75-9.mol
(S)-(-)-2-ACETOXYPROPIONYL CHLORIDE Structure
(S)-(-)-2-ACETOXYPROPIONYL CHLORIDE Chemical Properties
Boiling point 50 °C5 mm Hg(lit.)
alpha -31o (C=4 IN CHLOROFORM)
density 1.189 g/mL at 25 °C(lit.)
refractive index n20/D 1.423(lit.)
Fp >230 °F
storage temp. Inert atmosphere,2-8°C
solubility Chloroform (Sparingly)
form clear liquid
Specific Gravity1.19
color Colorless to Light yellow
optical activity[α]20/D 31°, c = 4 in chloroform
BRN 1722943
Stability:Hygroscopic, Moisture sensitive
CAS DataBase Reference36394-75-9(CAS DataBase Reference)
Safety Information
Hazard Codes C
Risk Statements 34-43-22
Safety Statements 26-36/37/39-45-23
RIDADR UN 3265 8/PG 2
WGK Germany 3
10-21
HazardClass 8
PackingGroup III
HS Code 2918199890
MSDS Information
ProviderLanguage
SigmaAldrich English
(S)-(-)-2-ACETOXYPROPIONYL CHLORIDE Usage And Synthesis
UsesFrequently used chiral building block. Also used to resolve a bicyclic α-hydroxylactone and to prepare chiral phosphonates used in an enantiomeric excess assay of unprotected amino acids. Useful chiral derivatizing agent.
Purification MethodsIt is moisture sensitive and is hydrolysed to the corresponding acid. Check the IR spectrum. If the OH band above 3000cm -1 is too large and broad then the mixture should be refluxed with pure acetyl chloride for 1hour, evaporated and distilled under reduced pressure. [Julia & Sans J Chromatographic Sci 17 651 1979, Dolittle & Heath J Org Chem 49 5041 1984, Beilstein 3 II 189.]
(S)-(-)-2-ACETOXYPROPIONYL CHLORIDE Preparation Products And Raw materials
Sodium percarbonate 5-ACETOXYPROPIONYL CHLORIDE (-)-Camphanic acid chloride Methoxyacetyl chloride (S)-(-)-2-ACETOXYPROPIONIC ACID Propionyl chloride 1-Chlorocarbonyl-1-methylethyl acetate (+)-CAMPHANIC ACID CHLORIDE (S)-(-)-2-ACETOXYPROPIONYL CHLORIDE Acetoxyacetyl chloride

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