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CS-W001157 4
Total: USD 88.00

Diethyl 2,2-bis(hydroxymethyl)malonate

  • CAS No. 20605-01-0

  • Cat. No. CS-0005758
  • Purity≥98%
  • MDL No.MFCD00009130

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

Diethyl 2,2-bis(hydroxymethyl)malonate|CS-0005758

Structure of 20605-01-0

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General Information

  • CAS No. 20605-01-0
  • Cat. No. CS-0005758
  • Purity ≥98%
  • MDL No. MFCD00009130
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₆O₆
  • Molecular Weight 220.22
  • Synonym(s) Bis(hydroxymethyl)propanedioic acid diethyl ester; Diethyl 2,2-bis(hydroxymethyl)malonate; Diethyl bis(hydroxymethyl)malonate; Diethyl α,α-bis(hydroxymethyl)malonate; NSC 218327; Ethyl Dimethylol Malonate
  • SMILES O=C(OCC)C(CO)(CO)C(OCC)=O

Description

Reagent for preparing 1,3-dioxanes from acetals, aldehydes, and ketones.

Application

Diethyl 2,2-bis(hydroxymethyl)malonate serves as a versatile synthon for the construction of tetrahydrofuran and pyran ring systems, enabling efficient access to oxygenated heterocyclic scaffolds. Its bis(hydroxymethyl) functionality supports orthogonal protection strategies and participates reliably in dehydration, cyclization, and coupling reactions under standard conditions. The molecule exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis workflows in medicinal chemistry and natural product derivatization.

Synthesis

  • Route1
    • null|null
      50-00-0
    • null|null
      105-53-3
    • ~96%
    • In-stock
      Diethyl 2,2-bis(hydroxymethyl)malonate|CS-0005758
      20605-01-0

    References

    • Guzaev; Lonnberg Synthesis, 1997 , # 11 p. 1281 - 1284
  • Route2
    • Diethyl 2,2-dimethyl-1,3-dioxane-5,5-dicarboxylate|CS-0315892
      51335-75-2
    • ~%
    • In-stock
      Diethyl 2,2-bis(hydroxymethyl)malonate|CS-0005758
      20605-01-0

    References

    • US4701485 A1, ;
  • Route3
    • null|null
      56-23-5
    • null|null
      50-00-0
    • null|null
      105-53-3
    • ~%
    • In-stock
      Diethyl 2,2-bis(hydroxymethyl)malonate|CS-0005758
      20605-01-0

    References

    • Zhurnal Obshchei Khimii, , vol. 15, p. 577 Chem.Abstr., , p. 4668 Journal of the American Chemical Society, , vol. 64, p. 2705 Bulletin de la Societe Chimique de France, , vol. <5>4, p. 1411 Journal of the Chemical Society Journal of Organic Chemistry, , vol. 4, p. 493,498, 500

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   93.06
  • LogP   -0.9164
  • H_Acceptors   6
  • H_Donors   2
  • Rotatable_Bonds   6

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