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4'-Chloro-[1,1'-biphenyl]-3-carboxylic acid

  • CAS No. 4655-10-1

  • Cat. No. CS-0033713
  • Purity≥98%
  • MDL No.MFCD03426505

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

4'-Chloro-[1,1'-biphenyl]-3-carboxylic acid|CS-0033713

Structure of 4655-10-1

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General Information

  • CAS No. 4655-10-1
  • Cat. No. CS-0033713
  • Purity ≥98%
  • MDL No. MFCD03426505
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₉ClO₂
  • Molecular Weight 232.66
  • Synonym(s) 4'-Chlorobiphenyl-3-carboxylic acid
  • SMILES O=C(C1=CC(C2=CC=C(Cl)C=C2)=CC=C1)O

Description

4'-Chloro-[1,1'-biphenyl]-3-carboxylic acid features a chlorinated aryl group paired with a carboxylic acid functionality, enabling direct incorporation into pharmaceutical scaffolds. The para-chloro substitution enhances electron-withdrawing character and improves metabolic stability. This compound serves as a key intermediate in the synthesis of bioactive molecules requiring rigid, planar aromatic systems.

Application

4'-Chloro-[1,1'-biphenyl]-3-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling the construction of biaryl scaffolds via standard coupling reactions. Its carboxylic acid functionality facilitates direct derivatization into amides, esters, or acyl chlorides, while the ortho-chloro substituent provides a handle for subsequent cross-coupling or electrophilic functionalization. The compound exhibits good bench stability and is compatible with common purification methods, making it well-suited for iterative synthesis workflows in API development.

Synthesis

  • Route1

    References

    • Lehmann, Fredrik; Currier, Erika A.; Clemons, Bryan; Hansen, Lars K.; Olsson, Roger; Hacksell, Uli; Luthman, Kristina Bioorganic and Medicinal Chemistry, 2009 , vol. 17, # 13 p. 4657 - 4665

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   37.3
  • LogP   3.7052
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   2

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