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CS-W001157 4
Total: USD 88.00

3-(4-Fluorophenyl)acrylaldehyde

  • CAS No. 24654-55-5

  • Cat. No. CS-W019538
  • Purity≥95%
  • MDL No.MFCD03425895

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

3-(4-Fluorophenyl)acrylaldehyde|CS-W019538

Structure of 24654-55-5

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General Information

  • CAS No. 24654-55-5
  • Cat. No. CS-W019538
  • Purity ≥95%
  • MDL No. MFCD03425895
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇FO
  • Molecular Weight 150.15
  • Synonym(s) p-Fluoro Cinnamaldehyde
  • SMILES FC1=CC=C(C=CC=O)C=C1

Description

3-(4-Fluorophenyl)acrylaldehyde features a conjugated enal system linked to an electron-withdrawing fluorophenyl group, enhancing reactivity in Michael additions and aldol condensations. This bench-stable aldehyde integrates readily into synthetic pathways requiring polarized C=C bonds and offers predictable regioselectivity in heterocyclic ring formations.

Application

3-(4-Fluorophenyl)acrylaldehyde serves as a versatile building block in synthetic organic chemistry, enabling the construction of conjugated systems and heterocyclic scaffolds. Its α,β-unsaturated aldehyde functionality facilitates Michael additions, aldol reactions, and Diels–Alder cycloadditions with high regiocontrol. The 4-fluorophenyl substituent enhances metabolic stability and modulates electronic properties, making it valuable in medicinal chemistry campaigns. Bench-stable and amenable to standard purification methods, it functions reliably in multistep syntheses requiring functional group tolerance and predictable reactivity.

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

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   2.0378
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   2

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