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CS-W001157 4
Total: USD 88.00

Cyano-C2-PEG3-cyano

  • CAS No. 22397-31-5

  • Cat. No. CS-0214762
  • Purity≥95%
  • MDL No.MFCD00019872

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

Cyano-C2-PEG3-cyano|CS-0214762

Structure of 22397-31-5

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General Information

  • CAS No. 22397-31-5
  • Cat. No. CS-0214762
  • Purity ≥95%
  • MDL No. MFCD00019872
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₆N₂O₃
  • Molecular Weight 212.25
  • Synonym(s) None
  • SMILES N#CCCOCCOCCOCCC#N

Description

This nitrile-functionalized ether delivers a robust, moisture-tolerant linkage for conjugation workflows. The triethylene glycol spacer enhances solubility while the terminal cyano group enables efficient derivatization under mild conditions.

Application

3-{2-[2-(2-Cyanoethoxy)ethoxy]ethoxy}propanenitrile serves as a versatile bifunctional building block featuring a nitrile group at the terminal end of a polyether chain. It enables efficient conjugate additions and nucleophilic transformations, facilitating the synthesis of complex ether-linked nitrile scaffolds. The molecule exhibits excellent bench stability and compatibility with standard protecting group strategies, making it well-suited for iterative coupling processes in medicinal chemistry and polymer synthesis.

Synthesis

  • Route1
    • null|null
      107-13-1
    • In-stock
      Diethylene glycol|CS-0014055
      111-46-6
    • ~63%
    • In-stock
      Cyano-C2-PEG3-cyano|CS-0214762
      22397-31-5

    References

    • Zhang, Yong; Fu, Qi; Shi, Wenfang Science China Chemistry, 2010 , vol. 53, # 12 p. 2452 - 2460
  • Route2
    • null|null
      542-76-7
    • In-stock
      Diethylene glycol|CS-0014055
      111-46-6
    • ~0%
    • 3-[2-(2-Hydroxyethoxy)ethoxy]propanenitrile|CS-0725801
      10143-54-1
    • In-stock
      Cyano-C2-PEG3-cyano|CS-0214762
      22397-31-5

    References

    • Movsumzade, E. M.; Rasulbekova, T. I.; Kulieva, D. A.; Aliev, G. R.; Movsumzade, S. M. Journal of Organic Chemistry USSR (English Translation), 1985 , vol. 21, # 11 p. 2132 - 2135 Zhurnal Organicheskoi Khimii, 1985 , vol. 21, # 11 p. 2334 - 2337
  • Route3
    • null|null
      107-13-1
    • In-stock
      Diethylene glycol|CS-0014055
      111-46-6
    • ~%
    • 3-[2-(2-Hydroxyethoxy)ethoxy]propanenitrile|CS-0725801
      10143-54-1
    • In-stock
      Cyano-C2-PEG3-cyano|CS-0214762
      22397-31-5

    References

    • AIR PRODUCTS AND CHEMICALS, INC. Patent: EP1512675 A1, 2005 ; Location in patent: Page/Page column 3; 4 ;

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-H312-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   75.27
  • LogP   0.86356
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   10

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