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CS-W001157 4
Total: USD 88.00

1-Methoxypentane-2,4-dione

  • CAS No. 6290-50-2

  • Cat. No. CS-0208070
  • Purity≥97%
  • MDL No.MFCD14702872

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

1-Methoxypentane-2,4-dione|CS-0208070

Structure of 6290-50-2

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General Information

  • CAS No. 6290-50-2
  • Cat. No. CS-0208070
  • Purity ≥97%
  • MDL No. MFCD14702872
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₀O₃
  • Molecular Weight 130.14
  • Synonym(s) 1-Methoxy-2,4-pentanedione
  • SMILES CC(=O)CC(=O)COC

Description

1-Methoxypentane-2,4-dione features a methoxy-substituted β-keto ester scaffold with enhanced stability and solubility in organic solvents. This versatile acyclic enone system enables direct integration into multistep synthesis pathways, serving as a key intermediate for heterocyclic ring formation and C–C bond construction under mild conditions.

Application

1-Methoxypentane-2,4-dione serves as a versatile β-keto ester surrogate in synthetic organic chemistry, enabling efficient construction of substituted heterocycles and carbonyl-containing scaffolds. Its stability under standard bench conditions and compatibility with diverse functional groups facilitate straightforward enolization, condensation, and cyclization reactions. This compound functions effectively in multistep syntheses requiring controlled reactivity and predictable regiochemistry.

Synthesis

  • Route1
    • In-stock
      Ethyl 2-methoxyacetate|CS-0008463
      3938-96-3
    • null|null
      67-64-1
    • ~36%
    • In-stock
      1-Methoxypentane-2,4-dione|CS-0208070
      6290-50-2

    References

    • GLAXOSMITHKLINE LLC; BURGESS, Joelle, Lorraine; DUQUENNE, Celine; KNIGHT, Steven, David; MILLER, William, Henry; NEWLANDER, Kenneth, Allen; VERMA, Sharad, Kumar Patent: WO2013/173441 A2, 2013 ; Location in patent: Page/Page column 59 ;
  • Route2
    • null|null
      56-23-5
    • In-stock
      Ethyl 2-methoxyacetate|CS-0008463
      3938-96-3
    • null|null
      67-64-1
    • ~%
    • In-stock
      1-Methoxypentane-2,4-dione|CS-0208070
      6290-50-2

    References

    • Journal of the American Chemical Society, , vol. 66, p. 2092 Bulletin des Societes Chimiques Belges, , vol. 55, p. 99
  • Route3
    • In-stock
      Ethyl 2-methoxyacetate|CS-0008463
      3938-96-3
    • null|null
      67-64-1
    • null|null
      71-43-2
    • ~%
    • In-stock
      1-Methoxypentane-2,4-dione|CS-0208070
      6290-50-2

    References

    • Journal of the American Chemical Society, , vol. 66, p. 2092 Bulletin des Societes Chimiques Belges, , vol. 55, p. 99

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-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   43.37
  • LogP   0.181
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   4

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