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CS-W001157 4
Total: USD 88.00

4-Methylbenzyl cyanide

  • CAS No. 2947-61-7

  • Cat. No. CS-W020586
  • Purity≥97%
  • MDL No.MFCD00001922

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

4-Methylbenzyl cyanide|CS-W020586

Structure of 2947-61-7

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General Information

  • CAS No. 2947-61-7
  • Cat. No. CS-W020586
  • Purity ≥97%
  • MDL No. MFCD00001922
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉N
  • Molecular Weight 131.17
  • Synonym(s) None
  • SMILES N#CCC1=CC=C(C)C=C1

Description

p-Tolylacetonitrile features a para-methyl-substituted phenyl ring linked to a nitrile-bearing acetyl group, delivering enhanced electron density and steric stability. This configuration supports efficient coupling in transition-metal-catalyzed reactions and facilitates straightforward functionalization at the benzylic position. The molecule exhibits robust bench stability and compatibility with standard synthetic protocols.

Application

p-Tolylacetonitrile serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized arylalkyl systems. Its nitrile group facilitates nucleophilic addition, reduction, and cyclization reactions, while the para-methyl substituent enhances stability and modulates reactivity. The compound exhibits excellent bench stability and compatibility with standard purification techniques, making it well-suited for use in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • In-stock
      Diethyl phosphorocyanidate|CS-W014320
      2942-58-7
    • null|null
      87671-54-3
    • ~62%
    • In-stock
      4-Methylbenzyl cyanide|CS-W020586
      2947-61-7

    References

    • Mukaiyama, Teruaki; Masutani, Kouta; Hagiwara, Yoshiaki Chemistry Letters, 2004 , vol. 33, # 9 p. 1192 - 1193 Title/Abstract Full Text View citing articles Show Details Masutani, Kouta; Minowa, Tomofumi; Hagiwara, Yoshiaki; Mukaiyama, Teruaki Bulletin of the Chemical Society of Japan, 2006 , vol. 79, # 7 p. 1106 - 1117
  • Route2
    • In-stock
      4-Isoxazoleboronic acid pinacol ester|CS-W001065
      928664-98-6
    • null|null
      106-38-7
    • ~79%
    • In-stock
      4-Methylbenzyl cyanide|CS-W020586
      2947-61-7

    References

    • Velcicky, Juraj; Soicke, Arne; Steiner, Roland; Schmalz, Hans-Guenther Journal of the American Chemical Society, 2011 , vol. 133, # 18 p. 6948 - 6951
  • Route3
    • null|null
      7559-36-6
    • ~85%
    • In-stock
      4-Methylbenzyl cyanide|CS-W020586
      2947-61-7

    References

    • Sera, Akira; Tani, Hiroyuki; Nishiguchi, Ikuzo; Hirashima, Tsuneaki Synthesis, 1987 , # 7 p. 631 - 633

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 3276
Class : 6.1
Packing Group : Ⅲ
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   23.79
  • LogP   2.0611
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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