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CS-W001157 4
Total: USD 88.00

4,4-Dimethoxybutanenitrile

  • CAS No. 14618-78-1

  • Cat. No. CS-W002123
  • Purity≥97%
  • MDL No.MFCD00019883

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

4,4-Dimethoxybutanenitrile|CS-W002123

Structure of 14618-78-1

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General Information

  • CAS No. 14618-78-1
  • Cat. No. CS-W002123
  • Purity ≥97%
  • MDL No. MFCD00019883
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₁NO₂
  • Molecular Weight 129.16
  • Synonym(s) Dimethoxybutyronitrile
  • SMILES COC(CCC#N)OC

Description

4,4-Dimethoxybutanenitrile features a nitrile group flanked by two methoxy-substituted carbon atoms, delivering enhanced solubility and stability in polar reaction media. This configuration enables efficient incorporation into synthetic sequences requiring electron-rich aliphatic nitriles, particularly in the construction of heterocyclic scaffolds and functionalized intermediates under standard conditions.

Application

4,4-Dimethoxybutanenitrile serves as a versatile building block for nitrile-functionalized heterocycles and bioactive scaffolds. Its dimethoxy-substituted alkyl chain enables controlled reactivity in nucleophilic additions and cyclization reactions, facilitating the synthesis of pyrrolidinone and piperidine derivatives under mild conditions. The molecule exhibits good bench stability and is amenable to standard purification techniques, making it suitable for iterative synthetic sequences in medicinal chemistry and process development.

Synthesis

  • Route1
    • null|null
      36255-44-4
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      143-33-9
    • ~85%
    • In-stock
      4,4-Dimethoxybutanenitrile|CS-W002123
      14618-78-1

    References

    • Gribble; Soll Journal of Organic Chemistry, 1981 , vol. 46, # 11 p. 2433 - 2434 Title/Abstract Full Text View citing articles Show Details Gribble; Switzer; Soll Journal of Organic Chemistry, 1988 , vol. 53, # 14 p. 3164 - 3170
  • Route2
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      67-56-1
    • null|null
      201230-82-2
    • null|null
      107-13-1
    • ~%
    • null|null
      3515-93-3
    • In-stock
      4,4-Dimethoxybutanenitrile|CS-W002123
      14618-78-1
    • In-stock
      Methyl 3-cyanopropanoate|CS-W009546
      4107-62-4
    • In-stock
      Methyl 2-cyano-2-methylacetate|CS-0232751
      14618-77-0

    References

    • J. Gen. Chem. USSR (Engl. Transl.), , vol. 51, # 8 p. 1890 - 1894,1623 - 1626
  • Route3
    • null|null
      67-56-1
    • null|null
      201230-82-2
    • null|null
      107-13-1
    • ~%
    • null|null
      3515-93-3
    • In-stock
      4,4-Dimethoxybutanenitrile|CS-W002123
      14618-78-1
    • null|null
      30378-24-6
    • In-stock
      Methyl 2-cyano-2-methylacetate|CS-0232751
      14618-77-0

    References

    • J. Gen. Chem. USSR (Engl. Transl.), , vol. 51, # 8 p. 1890 - 1894,1623 - 1626

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   42.25
  • LogP   0.90908
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   4

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