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CS-W001157 4
Total: USD 88.00

4-Ethynyl-1,2-dimethoxybenzene

  • CAS No. 4302-52-7

  • Cat. No. CS-0136055
  • Purity≥98%
  • MDL No.MFCD03839986

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

4-Ethynyl-1,2-dimethoxybenzene|CS-0136055

Structure of 4302-52-7

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General Information

  • CAS No. 4302-52-7
  • Cat. No. CS-0136055
  • Purity ≥98%
  • MDL No. MFCD03839986
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀O₂
  • Molecular Weight 162.19
  • Synonym(s) 3,4-Dimethoxyphenylacetylene
  • SMILES COC1=CC(C#C)=CC=C1OC

Description

4-Ethynyl-1,2-dimethoxybenzene is a bench-stable, moisture-tolerant aryl alkyne featuring two methoxy groups that enhance solubility and electron density. This functionalized building block integrates readily into Sonogashira coupling reactions, enabling efficient access to conjugated architectures in materials science and medicinal chemistry applications.

Application

4-Ethynyl-1,2-dimethoxybenzene serves as a versatile building block in transition-metal-catalyzed coupling reactions, enabling efficient access to substituted biaryls and conjugated systems. The ethynyl group exhibits high reactivity in Sonogashira couplings, while the 1,2-dimethoxy substitution pattern provides excellent stability and solubility. This compound functions reliably in multi-step syntheses, offering predictable regiochemistry and compatibility with diverse functional groups under standard reaction conditions.

Synthesis

  • Route1
    • null|null
      118199-01-2
    • ~10%
    • In-stock
      4-Ethynyl-1,2-dimethoxybenzene|CS-0136055
      4302-52-7

    References

    • Fang, Zhenglai; Song, Yunlong; Sarkar, Taradas; Hamel, Ernest; Fogler, William E.; Agoston, Gregory E.; Fanwick, Phillip E.; Cushman, Mark Journal of Organic Chemistry, 2008 , vol. 73, # 11 p. 4241 - 4244
  • Route2
    • null|null
      69731-27-7
    • ~38%
    • In-stock
      4-Ethynyl-1,2-dimethoxybenzene|CS-0136055
      4302-52-7

    References

    • Drewes, Siegfried E.; Hall, Alida J.; Learmonth, Robin A.; Upfold, Ursula J. Phytochemistry (Elsevier), 1984 , vol. 23, # 6 p. 1313 - 1316
  • Route3
    • null|null
      863132-17-6
    • ~82%
    • In-stock
      4-Ethynyl-1,2-dimethoxybenzene|CS-0136055
      4302-52-7

    References

    • Mujahidin, Didin; Doye, Sven European Journal of Organic Chemistry, 2005 , # 13 p. 2689 - 2693

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   18.46
  • LogP   1.6851
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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