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CS-W001157 4
Total: USD 88.00

Methyl 2-ethynylbenzoate

  • CAS No. 33577-99-0

  • Cat. No. CS-0043892
  • Purity≥96%
  • MDL No.MFCD12547057

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

Methyl 2-ethynylbenzoate|CS-0043892

Structure of 33577-99-0

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General Information

  • CAS No. 33577-99-0
  • Cat. No. CS-0043892
  • Purity ≥96%
  • MDL No. MFCD12547057
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈O₂
  • Molecular Weight None
  • Synonym(s) OrthoMethoxycarbonylphenylacetylene
  • SMILES O=C(OC)C1=CC=CC=C1C#C

Description

Methyl 2-ethynylbenzoate features a conjugated alkyne group positioned ortho to the ester moiety, enabling efficient copper-catalyzed coupling reactions. This configuration supports rapid access to complex aromatic architectures in synthetic and medicinal chemistry workflows.

Application

Methyl 2-ethynylbenzoate serves as a versatile building block in transition-metal-catalyzed coupling reactions, enabling efficient access to substituted biaryls and conjugated systems. Its terminal alkyne functionality exhibits excellent stability under standard reaction conditions and tolerates a range of functional groups, facilitating straightforward purification and integration into complex molecular architectures.

Synthesis

  • Route1
    • Methyl 2-((trimethylsilyl)ethynyl)benzoate|CS-0416089
      107793-07-7
    • ~99%
    • In-stock
      Methyl 2-ethynylbenzoate|CS-0043892
      33577-99-0

    References

    • Pearson, Anthony J.; Kim, Jin Bum Tetrahedron Letters, 2003 , vol. 44, # 46 p. 8525 - 8527
  • Route2
    • null|null
      33577-96-7
    • ~79%
    • In-stock
      Methyl 2-ethynylbenzoate|CS-0043892
      33577-99-0

    References

    • Smeyanov, Alexey; Schmidt, Andreas Synthetic Communications, 2013 , vol. 43, # 20 p. 2809 - 2816
  • Route3
    • In-stock
      Methyl 2-iodobenzoate|CS-W007334
      610-97-9
    • null|null
      74-86-2
    • ~74%
    • In-stock
      Methyl 2-ethynylbenzoate|CS-0043892
      33577-99-0

    References

    • Vasilevsky, Sergei F.; Klyatskaya, Svetlana V.; Elguero, Jose Tetrahedron, 2004 , vol. 60, # 31 p. 6685 - 6688

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   26.3
  • LogP   1.4545
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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