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Methyl 3-(4-Ethynylphenyl)propanoate

  • CAS No. 1068471-18-0

  • Cat. No. CS-0158562
  • Purity≥97%
  • MDL No.MFCD26398532

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

Methyl 3-(4-Ethynylphenyl)propanoate|CS-0158562

Structure of 1068471-18-0

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General Information

  • CAS No. 1068471-18-0
  • Cat. No. CS-0158562
  • Purity ≥97%
  • MDL No. MFCD26398532
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₂O₂
  • Molecular Weight 188.22
  • Synonym(s) Benzenepropanoic acid, 4-ethynyl-, methyl ester
  • SMILES C#CC1=CC=C(C=C1)CCC(=O)OC

Description

Methyl 3-(4-Ethynylphenyl)propanoate features a conjugated ethynyl group directly linked to a phenyl ring, enabling efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC). This alkyne functionality integrates readily into bioconjugation workflows and polymer architectures. The methyl ester provides stability and handles well under standard bench conditions.

Application

Methyl 3-(4-Ethynylphenyl)propanoate serves as a versatile building block for transition-metal-catalyzed coupling reactions, enabling efficient access to conjugated aryl-alkyne architectures. Its terminal alkyne functionality facilitates Sonogashira and Glaser-type couplings, while the ester group supports subsequent transformations including hydrolysis and derivatization. The compound exhibits excellent bench stability, mild handling requirements, and straightforward purification by distillation or flash chromatography, making it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H312-H315-H319-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   1.7735
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   3

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