Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

E35400

Sigma-Aldrich

Ethyl 2-methylacetoacetate

90%

Synonym(s):

Ethyl 2-methyl-3-oxobutanoate

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
CH3COCH(CH3)CO2C2H5
CAS Number:
609-14-3
Molecular Weight:
144.17
Beilstein:
1071742
EC Number:
210-179-9
MDL number:
MFCD00009164
UNSPSC Code:
12352100
PubChem Substance ID:
24894520
NACRES:
NA.22

Assay

90%

form

liquid

refractive index

n20/D 1.418 (lit.)

bp

187 °C (lit.)

density

1.019 g/mL at 25 °C (lit.)

SMILES string

CCOC(=O)C(C)C(C)=O

InChI

1S/C7H12O3/c1-4-10-7(9)5(2)6(3)8/h5H,4H2,1-3H3

InChI key

FNENWZWNOPCZGK-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

  • 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.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

145.4 °F - closed cup

Flash Point(C)

63 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Synthesis of coumarins catalyzed by eco-friendly W/ZrO2 solid acid catalyst.
Reddy B M, et al.
Synthetic Communications, 31(23), 3603-3607 (2001)
Selective One-Pot Synthesis of Allenyl and Alkynyl Esters from β-Ketoesters.
Maity P and Lepore S D
The Journal of Organic Chemistry, 74(1), 158-162 (2008)
Concise, regiocontrolled synthesis of yangjinhualine A.
Boukouvalas J and McCann L C
Tetrahedron Letters, 52(11), 1202-1204 (2011)
An enantioselective total synthesis of (+)-and (−)-saudin. Determination of the absolute configuration.
Boeckman R K, et al.
Journal of the American Chemical Society, 124(2), 190-191 (2002)
Michal Plž et al.
Molecules (Basel, Switzerland), 25(18) (2020-09-24)
The co-immobilization of ketoreductase (KRED) and glucose dehydrogenase (GDH) on highly cross-linked agarose (sepharose) was studied. Immobilization of these two enzymes was performed via affinity interaction between His-tagged enzymes (six histidine residues on the N-terminus of the protein) and agarose
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service