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Ethyl 2-methylacetoacetate

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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
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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.)
Flash point:
145 °F
storage temp. 
Inert atmosphere,Room Temperature
solubility 
Chloroform (Slightly), Methanol (Slightly)
pka
11.98±0.46(Predicted)
form 
Liquid
Specific Gravity
1.019
color 
Clear colorless to yellow
Water Solubility 
IMMISCIBLE
BRN 
1071742
LogP
1.063 (est)
CAS DataBase Reference
609-14-3(CAS DataBase Reference)
NIST Chemistry Reference
Butanoic acid, 2-methyl-3-oxo-, ethyl ester(609-14-3)
EPA Substance Registry System
Butanoic acid, 2-methyl-3-oxo-, ethyl ester (609-14-3)
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Safety Information

Safety Statements 
24/25
RIDADR 
1993
WGK Germany 
3
TSCA 
Yes
HS Code 
29182300

MSDS

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Ethyl 2-methylacetoacetate Usage And Synthesis

Chemical Properties

clear colorless to yellow liquid

Uses

Ethyl 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.

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