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CS-W001157 4
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2-(Phenylmethoxy)-acetonitrile

  • CAS No. 13620-31-0

  • Cat. No. CS-0148503
  • Purity≥97%
  • MDL No.None

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

2-(Phenylmethoxy)-acetonitrile|CS-0148503

Structure of 13620-31-0

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General Information

  • CAS No. 13620-31-0
  • Cat. No. CS-0148503
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉NO
  • Molecular Weight 147.17
  • Synonym(s) 2-(Benzyloxy)acetonitrile
  • SMILES N#CCOCC1=CC=CC=C1

Description

2-(Phenylmethoxy)acetonitrile features a benzyl ether linkage and nitrile group, offering a stable, moisture-tolerant handle for conjugate addition reactions. This bifunctional scaffold integrates readily into synthetic sequences requiring selective functionalization under standard conditions.

Application

2-(Phenylmethoxy)acetonitrile serves as a versatile synthetic intermediate for constructing benzyl-protected cyanomethyl motifs. It facilitates nucleophilic additions and subsequent transformations to access β-aryl-substituted nitriles, aldehydes, and carboxylic acid derivatives under mild conditions. The benzyloxy group provides orthogonal protection compatible with standard deprotection protocols, while the nitrile moiety enables diverse functionalization. Its bench-stable nature and ease of purification make it suitable for multi-step synthesis in medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • University of Virginia Patent Foundation Patent: WO2003/105766 A2, 2003 ; Location in patent: Page 46-47 ;
  • Route2
    • In-stock
      Benzyl alcohol|CS-4355
      100-51-6
    • null|null
      590-17-0
    • ~%
    • In-stock
      2-(Phenylmethoxy)-acetonitrile|CS-0148503
      13620-31-0

    References

    • MERCK SHARP and DOHME CORP.; DANG, Qun; ZHOU, Changyou; ZOU, Wuxin; HUA, Yuxia Patent: WO2013/43621 A1, 2013 ; Location in patent: Page/Page column 32-33 ;
  • Route3
    • null|null
      50-00-0
    • null|null
      143-33-9
    • null|null
      100-44-7
    • ~%
    • In-stock
      2-(Phenylmethoxy)-acetonitrile|CS-0148503
      13620-31-0

    References

    • LaCount,R.B.; Griffin,C.E. Journal of the Chemical Society [Section] C: Organic, 1966 , p. 2071 - 2072

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   33.02
  • LogP   1.72678
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   3

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