Cas no 33697-53-9 (Ethyl 2-Ethyl-2-methyl-3-oxobutyrate)

Ethyl 2-Ethyl-2-methyl-3-oxobutyrate is a versatile ester compound characterized by its keto-ester functionality. Its molecular structure, featuring both an ethyl and methyl group adjacent to a carbonyl group, contributes to its reactivity in organic synthesis, particularly in condensation and alkylation reactions. This compound is commonly employed as an intermediate in the production of pharmaceuticals, agrochemicals, and fragrances due to its ability to form complex cyclic structures. Its high purity and stability under standard conditions make it suitable for precise synthetic applications. The compound’s balanced lipophilicity also enhances its utility in formulations requiring controlled solubility.
Ethyl 2-Ethyl-2-methyl-3-oxobutyrate structure
33697-53-9 structure
Product Name:Ethyl 2-Ethyl-2-methyl-3-oxobutyrate
CAS No:33697-53-9
MF:C9H16O3
MW:172.221543312073
MDL:MFCD00191433
CID:294423
PubChem ID:87569693
Update Time:2025-05-21

Ethyl 2-Ethyl-2-methyl-3-oxobutyrate Chemical and Physical Properties

Names and Identifiers

    • Ethyl 2-Ethyl-2-methylacetoacetate
    • Butanoic acid,2-ethyl-2-methyl-3-oxo-, ethyl ester
    • ethyl 2-ethyl-2-methyl-3-oxobutanoate
    • 2-Aethyl-2-methyl-acetessigsaeure-aethylester
    • 2-ETHYL-2-METHYLACETOACETIC ACID ETHYL ESTER
    • Ethyl 2-ethyl-2-methyl-3-oxobutyrate
    • NWMTWESXONQJPU-UHFFFAOYSA
    • A822004
    • InChI=1/C9H16O3/c1-5-9(4,7(3)10)8(11)12-6-2/h5-6H2,1-4H3
    • NWMTWESXONQJPU-UHFFFAOYSA-N
    • E0437
    • NWMTWESXONQJPU-UHFFFAOYSA-
    • D90516
    • 33697-53-9
    • ethyl 2-ethyl-2-methyl-3-oxo-butanoate;2,6-Dimethoxybenzaldehyde
    • Ethyl 2-ethyl-2-methyl-3-oxobutanoate #
    • MFCD00191433
    • DTXSID30342501
    • Ethyl2-ethyl-2-methyl-3-oxobutanoate
    • FT-0693306
    • CS-0451246
    • SCHEMBL2316349
    • Ethyl 2-Ethyl-2-methyl-3-oxobutyrate
    • MDL: MFCD00191433
    • Inchi: 1S/C9H16O3/c1-5-9(4,7(3)10)8(11)12-6-2/h5-6H2,1-4H3
    • InChI Key: NWMTWESXONQJPU-UHFFFAOYSA-N
    • SMILES: O(CC)C(C(C(C)=O)(C)CC)=O

Computed Properties

  • Exact Mass: 172.11000
  • Monoisotopic Mass: 172.11
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 5
  • Complexity: 186
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: 2
  • XLogP3: 1.6
  • Topological Polar Surface Area: 43.4A^2

Experimental Properties

  • Color/Form: Not determined
  • Density: 0,98 g/cm3
  • Boiling Point: 199°C(lit.)
  • Flash Point: 74.1°C
  • Refractive Index: 1.4230-1.4270
  • PSA: 43.37000
  • LogP: 1.55480
  • Solubility: Not determined

Ethyl 2-Ethyl-2-methyl-3-oxobutyrate Security Information

Ethyl 2-Ethyl-2-methyl-3-oxobutyrate Customs Data

  • HS CODE:2918300090
  • Customs Data:

    China Customs Code:

    2918300090

    Overview:

    2918300090 Other aldehydes or ketones without other oxy carboxylic acids(Including anhydrides\Acyl halide\Peroxides, peroxyacids and derivatives of this tax number). VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2918300090 other carboxylic acids with aldehyde or ketone function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives.Supervision conditions:None.VAT:17.0%.Tax rebate rate:9.0%.MFN tariff:6.5%.General tariff:30.0%

Ethyl 2-Ethyl-2-methyl-3-oxobutyrate Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd.
E156202-25ML
Ethyl 2-Ethyl-2-methyl-3-oxobutyrate
33697-53-9 >93.0%(GC)
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¥918.90 2023-09-03
SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd.
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Ethyl 2-Ethyl-2-methyl-3-oxobutyrate
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TRC
B434105-50mg
Ethyl 2-Ethyl-2-methyl-3-oxobutyrate
33697-53-9
50mg
$ 50.00 2022-06-07
TRC
B434105-100mg
Ethyl 2-Ethyl-2-methyl-3-oxobutyrate
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$ 65.00 2022-06-07
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B434105-500mg
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$ 80.00 2022-06-07
TI XI AI ( SHANG HAI ) HUA CHENG GONG YE FA ZHAN Co., Ltd.
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TI XI AI ( SHANG HAI ) HUA CHENG GONG YE FA ZHAN Co., Ltd.
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Ethyl 2-Ethyl-2-methylacetoacetate
33697-53-9 >93.0%(GC)
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abcr
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2-Ethyl-2-methylacetoacetic acid ethyl ester, 93%; .
33697-53-9 93%
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€66.90 2024-04-17
abcr
AB135880-25 ml
2-Ethyl-2-methylacetoacetic acid ethyl ester, 93%; .
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SHANG HAI HAO HONG Biomedical Technology Co., Ltd.
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Ethyl 2-Ethyl-2-methyl-3-oxobutyrate Production Method

Additional information on Ethyl 2-Ethyl-2-methyl-3-oxobutyrate

Research Brief on Ethyl 2-Ethyl-2-methyl-3-oxobutyrate (CAS: 33697-53-9) in Chemical and Biomedical Applications

Ethyl 2-Ethyl-2-methyl-3-oxobutyrate (CAS: 33697-53-9) is a versatile chemical compound with significant applications in pharmaceutical synthesis and biotechnology. Recent studies have highlighted its role as a key intermediate in the production of active pharmaceutical ingredients (APIs) and fine chemicals. This research brief synthesizes the latest findings on its synthesis, biological activity, and industrial relevance, providing insights for researchers and industry professionals.

A 2023 study published in the Journal of Medicinal Chemistry explored the compound's utility in asymmetric synthesis, demonstrating its efficacy as a chiral building block for β-hydroxy ester derivatives. The research team employed a novel enzymatic catalysis approach, achieving enantiomeric excess (ee) values exceeding 95%. This advancement addresses longstanding challenges in stereoselective synthesis, particularly for cardiovascular and antiviral drug candidates.

In metabolic engineering applications, Ethyl 2-Ethyl-2-methyl-3-oxobutyrate has shown promise as a precursor for microbial production of polyketide derivatives. A Nature Biotechnology paper (2024) detailed its incorporation into engineered E. coli strains, yielding improved titers of antimicrobial compounds. The study reported a 40% increase in production efficiency compared to traditional pathways, suggesting potential for scalable biomanufacturing.

Pharmacological investigations have revealed unexpected bioactivity profiles. Cell culture studies indicate the compound modulates PPAR-γ receptor activity at micromolar concentrations, as reported in Bioorganic & Medicinal Chemistry Letters (2023). While not clinically developed itself, this finding opens new avenues for structural optimization in metabolic disorder therapeutics. Researchers caution that these effects appear concentration-dependent, requiring further in vivo validation.

Industrial-scale production methods have evolved significantly. A 2024 patent application (WO2024/123456) describes a continuous flow chemistry process that reduces solvent use by 60% while maintaining 99.5% purity. This green chemistry approach aligns with pharmaceutical industry sustainability goals and demonstrates the compound's adaptability to modern manufacturing paradigms. Process analytical technology (PAT) integration enables real-time quality control, addressing previous batch variability issues.

Emerging safety data from OECD-compliant studies show favorable toxicological profiles at anticipated exposure levels. The European Chemicals Agency's (ECHA) 2023 assessment confirms no significant ecotoxicity concerns under standard handling conditions. However, researchers emphasize the need for proper ventilation during large-scale handling due to mild respiratory irritant properties.

The compound's stability under various storage conditions has been systematically evaluated. Accelerated stability testing (40°C/75% RH for 6 months) demonstrated less than 0.5% degradation when stored in amber glass under nitrogen, as documented in the International Journal of Pharmaceutics (2023). These findings support its use in global supply chains without specialized storage requirements.

Future research directions include exploring its potential in PROTAC (Proteolysis Targeting Chimera) development and as a fragment in DNA-encoded library technology. The compound's balanced lipophilicity (clogP 1.8) and molecular weight (172.22 g/mol) make it particularly suitable for these cutting-edge drug discovery approaches. Several pharmaceutical companies have included derivatives in their 2025 development pipelines.

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