Ethyl 2-methylacetoacetate

Ethyl 2-methylacetoacetate Basic information
Product Name:Ethyl 2-methylacetoacetate
Synonyms:2-methyl-3-oxo-butanoicaciethylester;Acetoacetic acid, 2-methyl-, ethyl ester;alpha-Methylacetoacetic ester;Ethyl 2-methyl-3-oxobutanoate;Ethyl 2-methyl-3-oxobutyrate;Ethyl alpha-acetylpropionate;Ethyl alpha-methylacetoacetate;Ethyl alpha-methylacetylacetate
CAS:609-14-3
MF:C7H12O3
MW:144.17
EINECS:210-179-9
Product Categories:Building Blocks;C6 to C7;Miscellaneous Reagents;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks;Pharmaceutical Intermediates;Drug Intermediates;Organic acids;C6 to C7;Carbonyl Compounds;Esters;bc0001
Mol File:609-14-3.mol
Ethyl 2-methylacetoacetate Structure
Ethyl 2-methylacetoacetate Chemical Properties
Melting point -45 °C
Boiling point 187 °C (lit.)
density 1.019 g/mL at 25 °C (lit.)
refractive index n20/D 1.418(lit.)
Fp 145 °F
storage temp. Inert atmosphere,Room Temperature
solubility Chloroform (Slightly), Methanol (Slightly)
pka11.98±0.46(Predicted)
form Liquid
color Clear colorless to yellow
Specific Gravity1.019
Water Solubility IMMISCIBLE
BRN 1071742
LogP1.063 (est)
CAS DataBase Reference609-14-3(CAS DataBase Reference)
NIST Chemistry ReferenceButanoic acid, 2-methyl-3-oxo-, ethyl ester(609-14-3)
EPA Substance Registry SystemButanoic acid, 2-methyl-3-oxo-, ethyl ester (609-14-3)
Safety Information
Safety Statements 24/25
RIDADR 1993
WGK Germany 3
TSCA Yes
HS Code 29182300
MSDS Information
ProviderLanguage
2-Methylacetoacetic acid ethyl ester English
SigmaAldrich English
ACROS English
ALFA English
Ethyl 2-methylacetoacetate Usage And Synthesis
Chemical Propertiesclear colorless to yellow liquid
UsesEthyl 2-methylacetoacetate is used in Japp-Klingemann reaction to prepare hydrazones from beta-keto acid and aryl diazonium salts. It is used as a precursor involved in the synthesis of ethylpyruvate phenylhydrazone via reaction with benzenediazonium chloride.
Uses
  • Ethyl 2-methylacetoacetate is used as a substrate in the rhenium-catalyzed synthesis of multisubstituted aromatic compounds.
  • It can be employed in the synthesis of coumarin derivatives via Pechmann condensation.
  • It undergoes dehydration to yield conjugated alkynyl and allenyl esters.
  • It is also used in the total synthesis of chlorotonil A, yangjinhualine A, (+)- and (?)-saudin.

Ethyl acetoacetate Ethyl 4,4,4-trifluoroacetoacetate Trinexapac-ethyl Ethanol Ethyl 4-chloroacetoacetate Tris(trimethylsilyl)phosphate 2-Hydroxyethyl methacrylate Ethylparaben Diethyl methylmalonate ISOXADIFEN-ETHYL Ethyl acetate Ethyl propiolate Ethyl acrylate Methyl acrylate Ethyl 2-methylacetoacetate Ethyl 2-ethylacetoacetate Ethyl 2-chloroacetoacetate Ethyl cyanoacetate

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