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CS-W001157 4
Total: USD 88.00

(E)-3-(3-Chlorophenyl)acrylic acid

  • CAS No. 14473-90-6

  • Cat. No. CS-0144932
  • Purity≥98%
  • MDL No.None

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

(E)-3-(3-Chlorophenyl)acrylic acid|CS-0144932

Structure of 14473-90-6

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General Information

  • CAS No. 14473-90-6
  • Cat. No. CS-0144932
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇ClO₂
  • Molecular Weight 182.60
  • Synonym(s) AKOS BBS-00006453
  • SMILES O=C(O)/C=C/C1=CC=CC(Cl)=C1

Description

(E)-3-(3-Chlorophenyl)acrylic acid features a conjugated enone system with a para-chloro substituent that enhances electron-withdrawing character. This configuration imparts stability and facilitates participation in Michael additions, Diels-Alder reactions, and transition-metal-catalyzed couplings. The planar geometry supports efficient π-stacking in solid-state applications.

Application

(E)-3-(3-Chlorophenyl)acrylic acid serves as a versatile building block for synthesizing biologically relevant α,β-unsaturated carboxylic acids. Its conjugated system enables reliable participation in Michael additions, Diels-Alder reactions, and palladium-catalyzed couplings. The ortho-chloro substituent enhances electrophilic reactivity and provides a handle for further functionalization. Bench-stable and readily purified by recrystallization, it functions effectively in both small-molecule medicinal chemistry and materials 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 : H315-H319
Precautionary Statements : P264-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   2.4378
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   2

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