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CS-W001157 4
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Ethyl 2-cyano-3-(4-hydroxyphenyl)acrylate

  • CAS No. 6935-44-0

  • Cat. No. CS-0137248
  • Purity≥97%
  • MDL No.None

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

Ethyl 2-cyano-3-(4-hydroxyphenyl)acrylate|CS-0137248

Structure of 6935-44-0

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General Information

  • CAS No. 6935-44-0
  • Cat. No. CS-0137248
  • Purity ≥97%
  • MDL No. None
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₁NO₃
  • Molecular Weight 217.22
  • Synonym(s) ethyl 2-cyano-3-(4-hydroxyphenyl)prop-2-enoate
  • SMILES O=C(OCC)/C(C#N)=C/C1=CC=C(O)C=C1

Description

Ethyl 2-cyano-3-(4-hydroxyphenyl)acrylate features a conjugated cyano-acrylate system paired with a phenolic hydroxyl group, enabling direct participation in Diels-Alder reactions and transition-metal-catalyzed couplings. This dual-functional scaffold integrates seamlessly into complex molecular architectures requiring precise electronic tuning and solubility control under standard conditions.

Application

Ethyl 2-cyano-3-(4-hydroxyphenyl)acrylate serves as a versatile synthetic intermediate for constructing substituted chalcone analogs and heterocyclic scaffolds. Its conjugated enone–nitrile system enables efficient Michael additions, cyclizations, and palladium-catalyzed coupling reactions. The phenolic hydroxyl group provides a handle for derivatization or protection, while the ethyl ester facilitates subsequent transformations. Bench-stable and readily purified by recrystallization, it functions reliably in multistep synthesis workflows.

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   70.32
  • LogP   1.86228
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   3

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