E35400
Ethyl 2-methylacetoacetate
90%
Synonym(s):
Ethyl 2-methyl-3-oxobutanoate
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$51.30
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$148.00
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25 G
$51.30
100 G
$148.00
About This Item
Linear Formula:
CH3COCH(CH3)CO2C2H5
CAS Number:
Molecular Weight:
144.17
Beilstein/REAXYS Number:
1071742
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
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
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application
- Ethyl 2-methylacetoacetate is used as a substrate in the rhenium-catalyzed synthesis of multisubstituted aromatic compounds.[1]
- It can be employed in the synthesis of coumarin derivatives via Pechmann condensation.[2]
- It undergoes dehydration to yield conjugated alkynyl and allenyl esters.[1]
- It is also used in the total synthesis of chlorotonil A,[3] yangjinhualine A,[4] (+)- and (−)-saudin.[5]
Storage Class
10 - Combustible liquids
wgk_germany
WGK 3
flash_point_f
145.4 °F - closed cup
flash_point_c
63 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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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
K Iwamoto et al.
Bioscience, biotechnology, and biochemistry, 64(1), 194-197 (2000-04-15)
Seven fungi, which are found to reduce ethyl 3-oxobutanoate in high yields, were tested for their reducing ability for ethyl 2-methyl 3-oxobutanoate. We obtained some interesting findings. In particular, Penicillium purpurogenum reduced ethyl 2-methyl 3-oxobutanoate to the corresponding alcohols with
Synthesis of coumarins catalyzed by eco-friendly W/ZrO2 solid acid catalyst.
Reddy B M, et al.
Synthetic Communications, 31(23), 3603-3607 (2001)
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