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CS-W001157 4
Total: USD 88.00

1-Ethynyl-3,5-dimethoxybenzene

  • CAS No. 171290-52-1

  • Cat. No. CS-W005480
  • Purity≥97%
  • MDL No.MFCD03839985

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

1-Ethynyl-3,5-dimethoxybenzene|CS-W005480

Structure of 171290-52-1

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General Information

  • CAS No. 171290-52-1
  • Cat. No. CS-W005480
  • Purity ≥97%
  • MDL No. MFCD03839985
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀O₂
  • Molecular Weight 162.19
  • Synonym(s) 3,5-Dimethoxyphenylacetylene
  • SMILES COC1=CC(OC)=CC(C#C)=C1

Description

1-Ethynyl-3,5-dimethoxybenzene features a terminal alkyne group flanked by two methoxy substituents, enabling efficient copper-catalyzed coupling reactions. This electron-rich aryl alkyne exhibits excellent stability under standard conditions and integrates readily into complex molecular architectures.

Application

1-Ethynyl-3,5-dimethoxybenzene serves as a versatile building block in transition-metal-catalyzed coupling reactions, enabling efficient access to conjugated aryl alkynes. The electron-rich dimethoxy substituents enhance reactivity in Sonogashira couplings while providing stability under standard handling conditions. Its bench-stable nature and compatibility with diverse functional groups facilitate straightforward purification and integration into complex molecular architectures, including advanced heterocycles and pharmaceutical scaffolds.

Synthesis

  • Route1
    • null|null
      205746-51-6
    • ~95%
    • In-stock
      1-Ethynyl-3,5-dimethoxybenzene|CS-W005480
      171290-52-1

    References

    • Jeffrey, Jenna L.; Sarpong, Richmond Tetrahedron Letters, 2009 , vol. 50, # 17 p. 1969 - 1972
  • Route2
    • (3,5-Dimethoxy-Phenylethynyl)-trimethyl-silane|CS-0772133
      400608-30-2
    • ~99%
    • In-stock
      1-Ethynyl-3,5-dimethoxybenzene|CS-W005480
      171290-52-1

    References

    • Gehringer, Lionel; Bourgogne, Cyril; Guillon, Daniel; Donnio, Bertrand Journal of the American Chemical Society, 2004 , vol. 126, # 12 p. 3856 - 3867
  • Route3
    • null|null
      558-13-4
    • In-stock
      3,5-Dimethoxybenzaldehyde|CS-W007626
      7311-34-4
    • ~%
    • In-stock
      1-Ethynyl-3,5-dimethoxybenzene|CS-W005480
      171290-52-1

    References

    • Xia, Yan; Jin, Yinglan; Kaur, Navneet; Choi, Yongseok; Lee, Kyeong European Journal of Medicinal Chemistry, 2011 , vol. 46, # 6 p. 2386 - 2396

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H317-H319
Precautionary Statements : P261-P264-P272-P280-P302+P352-P363-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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