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CS-W001157 4
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1,3-Diethyl 2-ethylpropanedioate

  • CAS No. 133-13-1

  • Cat. No. CS-0075087
  • Purity≥98%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

1,3-Diethyl 2-ethylpropanedioate|CS-0075087

Structure of 133-13-1

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General Information

  • CAS No. 133-13-1
  • Cat. No. CS-0075087
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₆O₄
  • Molecular Weight 188.22
  • Synonym(s) Ethylpropanedioic acid diethyl ester
  • SMILES O=C(OCC)C(CC)C(OCC)=O

Description

1,3-Diethyl 2-ethylpropanedioate is a sterically hindered diester featuring two ethyl-substituted ester groups flanking a central carbon bearing an additional ethyl moiety. This structural arrangement imparts enhanced stability and controlled reactivity, enabling its use in asymmetric synthesis and as a building block for complex heterocycles under mild conditions.

Application

1,3-Diethyl 2-ethylpropanedioate serves as a versatile β-keto ester building block in synthetic organic chemistry, enabling efficient aldol condensations and Michael additions. Its ethyl-substituted α-carbon enhances steric control in asymmetric synthesis, while the diester functionality supports facile hydrolysis and decarboxylation sequences. The compound exhibits good bench stability and is compatible with standard purification protocols, making it a practical reagent for constructing complex carbocyclic and heterocyclic scaffolds in medicinal chemistry and process development.

Synthesis

  • Route1
    • null|null
      75-03-6
    • null|null
      105-53-3
    • ~92%
    • In-stock
      1,3-Diethyl 2-ethylpropanedioate|CS-0075087
      133-13-1

    References

    • Arumugam, Subramaniam; McLeod, Dale; Verkade, John G. Journal of Organic Chemistry, 1998 , vol. 63, # 11 p. 3677 - 3679
  • Route2
    • null|null
      74-96-4
    • null|null
      105-53-3
    • ~87%
    • In-stock
      1,3-Diethyl 2-ethylpropanedioate|CS-0075087
      133-13-1

    References

    • Sukhanov, N. N.; Trappel', L. N.; Chetverikov, V. P.; Yanovskaya, L. A. Journal of Organic Chemistry USSR (English Translation), 1985 , vol. 21, # 12 p. 2288 - 2290 Zhurnal Organicheskoi Khimii, 1985 , vol. 21, # 12 p. 2503 - 2506
  • Route3

    References

    • Advanced Synthesis and Catalysis, , vol. 342, # 4 p. 396 - 403

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H227-H315-H319-H335
Precautionary Statements : P210-P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P370+P378-P403-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   52.6
  • LogP   1.1388
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   5

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