Isopropyl acetoacetate

Isopropyl acetoacetate
  • CAS No.:542-08-5
Other grades of this product :
Isopropyl acetoacetate Basic information
Product Name:Isopropyl acetoacetate
Synonyms:3-oxo-butanoicaci1-methylethylester;3-Oxobutansαure-1-methylethylester;3-Oxo-butyricacidisopropylester;Acetoaceticacid,isopropylester;acetoaceticacidisopropylester;Butanoicacid,3-oxo-,1-methylethylester;3-oxobutanoic acid propan-2-yl ester;Isopropyl3-oxobutanoate
CAS:542-08-5
MF:C7H12O3
MW:144.17
EINECS:208-798-4
Product Categories:Miscellaneous Reagents;C6 to C7;Carbonyl Compounds;Esters;bc0001
Mol File:542-08-5.mol
Isopropyl acetoacetate Chemical Properties
Melting point -27°C
Boiling point 95 °C52 hPa(lit.)
density 0.989 g/mL at 20 °C(lit.)
refractive index n20/D 1.418
Fp 73°C
solubility Chloroform, Ethyl Acetate, Methanol, Toluene,
pka11.67±0.46(Predicted)
form Colourless Liquid
color Colorless to Almost colorless
Water Solubility Slightly miscible with water.
Merck 14,5206
BRN 1757046
InChIKeyGVIIRWAJDFKJMJ-UHFFFAOYSA-N
CAS DataBase Reference542-08-5(CAS DataBase Reference)
EPA Substance Registry SystemButanoic acid, 3-oxo-, 1-methylethyl ester (542-08-5)
Safety Information
Hazard Codes Xi
Risk Statements 38
Safety Statements 26-36-24/25
WGK Germany 1
TSCA Yes
HS Code 29183000
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
Isopropyl acetoacetate Usage And Synthesis
Chemical PropertiesColourless Liquid
UsesIsopropyl acetoacetate (IPAA) is used as intermediate for chemical synthesis. Product Data Sheet
UsesIsopropyl acetoacetate is used as an intermediate for the manufacturing of agrochemicals and pharmaceutical products such as isradipine.
ApplicationIsopropyl acetoacetate can be used as a reactant to synthesize:Isopropyl 2-acetyl-3-phenyl-2-propenoate via Knoevenagel reaction in the presence of Ti(O-i-Pr)4.Substituted 1,4-dihydropyridines by reacting with cinnamaldehydes and primary amines.5-Isopropoxycarbonyl-6-methyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-thione via Biginelli reaction with benzaldehyde and thiourea.
Synthesis Reference(s)The Journal of Organic Chemistry, 26, p. 225, 1961 DOI: 10.1021/jo01060a055
Isopropyl acetoacetate Preparation Products And Raw materials
Preparation ProductsNimodipine-->PROPETAMPHOS-->Isradipine-->Isopropyl 3-aminocrotonate-->(5E,9E)-6,10,14-Trimethylpentadeca-5,9,13-trien-2-one-->Azelnidipine

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