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CS-W001157 4
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2-Ethoxybenzonitrile

  • CAS No. 6609-57-0

  • Cat. No. CS-W016345
  • Purity≥98%
  • MDL No.MFCD00001789

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

2-Ethoxybenzonitrile|CS-W016345

Structure of 6609-57-0

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General Information

  • CAS No. 6609-57-0
  • Cat. No. CS-W016345
  • Purity ≥98%
  • MDL No. MFCD00001789
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉NO
  • Molecular Weight 147.18
  • Synonym(s) None
  • SMILES N#CC1=CC=CC=C1OCC

Description

2-Ethoxybenzonitrile features a para-positioned nitrile group on an ethoxy-substituted benzene ring, delivering enhanced solubility and stability in organic synthesis. This electron-withdrawing nitrile moiety enables efficient coupling reactions, while the ethoxy handle facilitates downstream functionalization. The compound serves as a key intermediate in pharmaceutical and agrochemical development.

Application

2-Ethoxybenzonitrile serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling efficient access to functionalized benzimidazole and benzoxazole scaffolds. Its ortho-ethoxy and nitrile groups provide complementary reactivity for sequential transformations, including nucleophilic substitution and cyclization reactions. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for scale-up and multi-step synthesis workflows.

Synthesis

  • Route1

    References

    • Jasem, Yosef Al; Barkhad, Mohamed; Khazali, Mona Al; Butt, Hifsa Pervez; El-Khwass, Noha Ashraf; Azani, Mariam Al; Hindawi, Bassam Al; Thiemann, Thies Journal of Chemical Research, 2014 , vol. 38, # 2 p. 80 - 84
  • Route2
    • null|null
      74-96-4
    • In-stock
      2-Hydroxybenzonitrile|CS-W013585
      611-20-1
    • ~99%
    • In-stock
      2-Ethoxybenzonitrile|CS-W016345
      6609-57-0

    References

    • Bayer Aktiengesellschaft Patent: EP1174431 A2, 2002 ; Location in patent: Page 39 ;
  • Route3

    References

    • Suzuki; Nakaya Synthesis, 1992 , # 7 p. 641 - 642

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+H332-H315-H319-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   33.02
  • LogP   1.95698
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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