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CS-W001157 4
Total: USD 88.00

Homoveratronitrile

  • CAS No. 93-17-4

  • Cat. No. CS-0008419
  • Purity≥98%
  • MDL No.MFCD00001911

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

Homoveratronitrile|CS-0008419

Structure of 93-17-4

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General Information

  • CAS No. 93-17-4
  • Cat. No. CS-0008419
  • Purity ≥98%
  • MDL No. MFCD00001911
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₁NO₂
  • Molecular Weight 177.20
  • Synonym(s) NSC 6324; Veratryl cyanide
  • SMILES N#CCC1=CC=C(OC)C(OC)=C1

Description

(3,4-Dimethoxyphenyl)acetonitrile has been used in the synthesis of (Z)-3-(benzo[b]thiophen-2-yl)-2-(3,4-dimethoxyphenyl)acrylonitrile. It has also been used in the preparation of modified diterpene () nimbidiol which relies on a sulfenium ion promoted polyene cyclization.

Application

(3,4-Dimethoxyphenyl)acetonitrile serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling the construction of bioactive heterocycles and pharmaceutical scaffolds. Its nitrile functionality facilitates nucleophilic additions and transformations under mild conditions, while the ortho-dimethoxyaryl group provides enhanced solubility and metabolic stability. The compound exhibits excellent bench stability and compatibility with standard coupling reactions, making it ideal for use in multi-step synthesis and process development workflows.

Synthesis

  • Route1
    • 2-(3,4-Dimethoxyphenyl)acetamide|CS-M0062
      5663-56-9
    • ~92%
    • In-stock
      Homoveratronitrile|CS-0008419
      93-17-4

    References

    • Kuo, Chun-Wei; Zhu, Jia-Liang; Wu, Jen-Dar; Chu, Cheng-Ming; Yao, Ching-Fa; Shia, Kak-Shan Chemical Communications, 2007 , # 3 p. 301 - 303
  • Route2
    • 2-(3,4-Dimethoxyphenyl)ethanethioamide|CS-0216153
      145736-65-8
    • ~82%
    • In-stock
      Homoveratronitrile|CS-0008419
      93-17-4

    References

    • Andreae, Siegfried; Schmitz, Ernst Journal fuer Praktische Chemie (Leipzig), 1987 , vol. 329, # 6 p. 1008 - 1014
  • Route3
    • null|null
      120-20-7
    • ~65%
    • In-stock
      Homoveratronitrile|CS-0008419
      93-17-4

    References

    • Chiampanichayakul, Supanimit; Pohmakotr, Manat; Reutrakul, Vichai; Jaipetch, Thaworn; Kuhakarn, Chutima Synthesis, 2008 , # 13 p. 2045 - 2048

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   42.25
  • LogP   1.76988
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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