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CS-W001157 4
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Methyl 4-(3-hydroxyprop-1-yn-1-yl)benzoate

  • CAS No. 61266-36-2

  • Cat. No. CS-0132162
  • Purity≥98%
  • MDL No.MFCD00168848

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

Methyl 4-(3-hydroxyprop-1-yn-1-yl)benzoate|CS-0132162

Structure of 61266-36-2

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General Information

  • CAS No. 61266-36-2
  • Cat. No. CS-0132162
  • Purity ≥98%
  • MDL No. MFCD00168848
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₀O₃
  • Molecular Weight 190.20
  • Synonym(s) Methyl 4-(3-hydroxyprop-1-ynyl)benzoate
  • SMILES O=C(OC)C1=CC=C(C#CCO)C=C1

Description

Methyl 4-(3-hydroxyprop-1-yn-1-yl)benzoate features a terminal alkyne group flanked by a hydroxyl-bearing propargyl linker, enabling efficient copper-catalyzed azide-alkyne cycloaddition. This functionality supports rapid bioconjugation and modular assembly in synthetic and chemical biology workflows. The ester moiety provides solubility in common organic solvents and enhances compatibility with iterative coupling strategies.

Application

Methyl 4-(3-hydroxyprop-1-yn-1-yl)benzoate serves as a versatile building block in transition-metal-catalyzed coupling reactions, enabling efficient access to substituted biaryls and conjugated systems. The terminal alkyne functionality supports Sonogashira coupling under mild conditions, while the pendant hydroxyl group offers orthogonal reactivity for derivatization or protection. Bench-stable and readily purified by silica gel chromatography, it functions effectively in medicinal chemistry lead optimization and heterocycle synthesis workflows.

Synthesis

  • Route1
    • In-stock
      Methyl 4-iodobenzoate|CS-W007583
      619-44-3
    • null|null
      107-19-7
    • ~96%
    • In-stock
      Methyl 4-(3-hydroxyprop-1-yn-1-yl)benzoate|CS-0132162
      61266-36-2

    References

    • Bumagin, N. A.; Ponomarev, A. B.; Beletskaya, I. P. Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1984 , vol. 33, # 7 p. 1433 - 1438 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1984 , # 7 p. 1561 - 1566
  • Route2
    • In-stock
      Methyl 4-bromobenzoate|CS-W004846
      619-42-1
    • null|null
      107-19-7
    • ~92%
    • In-stock
      Methyl 4-(3-hydroxyprop-1-yn-1-yl)benzoate|CS-0132162
      61266-36-2

    References

    • Bumagin; Ponomaryov; Beletskaya Synthesis, 1984 , vol. NO. 9, p. 728 - 729
  • Route3
    • In-stock
      Methyl 4-bromobenzoate|CS-W004846
      619-42-1
    • null|null
      107-18-6
    • ~82%
    • In-stock
      Methyl 4-(3-hydroxyprop-1-yn-1-yl)benzoate|CS-0132162
      61266-36-2

    References

    • Suchy, Petr; Dvorak, Dalimil; Havelkova, Martina Collection of Czechoslovak Chemical Communications, 1999 , vol. 64, # 1 p. 119 - 129

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   46.53
  • LogP   0.817
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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