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CS-W001157 4
Total: USD 88.00

(E)-3-(4-(Dimethylamino)phenyl)acrylaldehyde

  • CAS No. 20432-35-3

  • Cat. No. CS-0076995
  • Purity≥98%
  • MDL No.None

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

(E)-3-(4-(Dimethylamino)phenyl)acrylaldehyde|CS-0076995

Structure of 20432-35-3

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General Information

  • CAS No. 20432-35-3
  • Cat. No. CS-0076995
  • Purity ≥98%
  • MDL No. None
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₃NO
  • Molecular Weight 175.23
  • Synonym(s) 4-Dimethylaminocinnamaldehyde
  • SMILES O=C/C=C/C1=CC=C(N(C)C)C=C1

Description

This (E)-configured acrylaldehyde features a para-dimethylaminophenyl group, delivering strong electron donation and enhanced conjugation. The aldehyde functionality enables direct participation in condensation reactions, Michael additions, and imine formation. This compound exhibits high reactivity under mild conditions and maintains stability during standard bench handling.

Application

(E)-3-(4-(Dimethylamino)phenyl)acrylaldehyde serves as a versatile building block in synthetic organic chemistry, enabling the construction of conjugated enone systems and heterocyclic scaffolds. Its well-defined (E)-configuration ensures stereochemical fidelity in Michael additions and condensation reactions. The aldehyde functionality facilitates efficient derivatization, while the dimethylamino group enhances electron density for improved reactivity in electrophilic substitutions. Bench-stable and readily purified by column chromatography, it functions effectively in multi-step syntheses targeting functionalized aromatic systems and pharmaceutical intermediates.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   20.31
  • LogP   2.6008
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   3

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