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CS-W001157 4
Total: USD 88.00

2-Hydroxy-N,N-dimethylacetamide

  • CAS No. 14658-93-6

  • Cat. No. CS-0077250
  • Purity≥98%
  • MDL No.MFCD12137922

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

2-Hydroxy-N,N-dimethylacetamide|CS-0077250

Structure of 14658-93-6

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General Information

  • CAS No. 14658-93-6
  • Cat. No. CS-0077250
  • Purity ≥98%
  • MDL No. MFCD12137922
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₉NO₂
  • Molecular Weight 103.12
  • Synonym(s) N,N-dimethylglycolic amide
  • SMILES CN(C)C(CO)=O

Description

This hydroxyl-functionalized amide integrates seamlessly into synthetic workflows, offering enhanced solubility and stability under standard conditions. The dimethylamino group imparts favorable polarity, while the pendant hydroxyl enables downstream derivatization or hydrogen bonding in reaction systems.

Application

2-Hydroxy-N,N-dimethylacetamide serves as a stable, bench-ready synthon for hydroxyl-directed functionalization in medicinal chemistry and process development. Its amide functionality exhibits excellent compatibility with diverse reaction conditions, enabling efficient derivatization via esterification, activation, or substitution protocols. The molecule functions effectively as a protected hydroxyl surrogate in multi-step sequences, offering straightforward purification and predictable reactivity across standard synthetic workflows.

Synthesis

  • Route1
    • 2-(benzyloxy)-N,N-dimethylacetamide|CS-0209905
      41858-11-1
    • ~99%
    • In-stock
      2-Hydroxy-N,N-dimethylacetamide|CS-0077250
      14658-93-6

    References

    • Haberman, Jannine M.; Gin, David Y. Organic Letters, 2003 , vol. 5, # 14 p. 2539 - 2541
  • Route2
    • In-stock
      Ethyl hydroxyacetate|CS-W019892
      623-50-7
    • null|null
      124-40-3
    • ~99%
    • In-stock
      2-Hydroxy-N,N-dimethylacetamide|CS-0077250
      14658-93-6

    References

    • JANSSEN RandD IRELAND; BONFANTI, Jean-François; FORTIN, Jérôme Michel Claude; MULLER, Philippe; DOUBLET, Frédéric Marc Maurice; RABOISSON, Pierre Jean-Marie Bernard; ARNOULT, Eric Pierre Alexandre Patent: WO2014/9509 A1, 2014 ; Location in patent: Page/Page column 21; 22 ;
  • Route3

    References

    • WO2010/130696 A1, ; Page/Page column 10-12 ;

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   40.54
  • LogP   -0.9331
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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