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CS-W001157 4
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3-(Benzyloxy)propanenitrile

  • CAS No. 6328-48-9

  • Cat. No. CS-0156145
  • Purity≥98%
  • MDL No.MFCD00035701

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

3-(Benzyloxy)propanenitrile|CS-0156145

Structure of 6328-48-9

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General Information

  • CAS No. 6328-48-9
  • Cat. No. CS-0156145
  • Purity ≥98%
  • MDL No. MFCD00035701
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₁NO
  • Molecular Weight 161.20
  • Synonym(s) Propanenitrile, 3-(phenylmethoxy)-
  • SMILES C1=CC=C(C=C1)COCCC#N

Description

3-(Benzyloxy)propanenitrile features a benzyl ether moiety linked to a nitrile-bearing aliphatic chain, offering a robust platform for nucleophilic transformations. This bench-stable compound integrates seamlessly into synthetic sequences requiring selective functionalization at the terminal carbon, enabling efficient access to polar, bioactive intermediates under standard conditions.

Application

3-(Benzyloxy)propanenitrile serves as a versatile synthetic intermediate, enabling efficient access to functionalized alkyl chains via nitrile hydrolysis or reduction. The benzyloxy group provides orthogonal protection for alcohols, while the nitrile functionality supports diverse transformations including nucleophilic additions and cyclizations. Its stability under standard reaction conditions facilitates purification and integration into multi-step syntheses of heterocyclic scaffolds and bioactive molecules.

Synthesis

  • Route1
    • null|null
      100-39-0
    • In-stock
      3-hydroxypropanenitrile|CS-W001263
      109-78-4
    • ~90%
    • In-stock
      3-(Benzyloxy)propanenitrile|CS-0156145
      6328-48-9

    References

    • Gathirwa, Jeremiah W.; Maki, Toshihide Tetrahedron, 2012 , vol. 68, # 1 p. 370 - 375
  • Route2
    • null|null
      107-13-1
    • In-stock
      Benzyl alcohol|CS-4355
      100-51-6
    • ~97%
    • In-stock
      3-(Benzyloxy)propanenitrile|CS-0156145
      6328-48-9

    References

    • Spasyuk, Denis M.; Zargarian, Davit Inorganic Chemistry, 2010 , vol. 49, # 13 p. 6203 - 6213
  • Route3

    References

    • Zhurnal Obshchei Khimii, , vol. 17, p. 272 Chem. Zentralbl., , vol. 119, p. 521

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

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Computational Chemistry Data

  • TPSA   33.02
  • LogP   2.11688
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   4

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