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CS-W001157 4
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4'-Chloro-[1,1'-biphenyl]-2-carboxylicacid

  • CAS No. 7079-15-4

  • Cat. No. CS-0171208
  • Purity≥98%
  • MDL No.None

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

4'-Chloro-[1,1'-biphenyl]-2-carboxylicacid|CS-0171208

Structure of 7079-15-4

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General Information

  • CAS No. 7079-15-4
  • Cat. No. CS-0171208
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₉ClO₂
  • Molecular Weight 232.66
  • Synonym(s) 4'-Chloro-[1,1'-biphenyl]-2-carboxylic acid
  • SMILES C1=CC=C(C(=C1)C2=CC=C(C=C2)Cl)C(=O)O

Description

4'-Chloro-[1,1'-biphenyl]-2-carboxylic acid features a chlorinated aryl group paired with a carboxylic acid functionality, enabling direct integration into Suzuki-Miyaura coupling reactions. The electron-withdrawing chlorine enhances reactivity at the para position, while the carboxylic acid serves as a handle for derivatization. This compound offers bench-stable handling and compatibility with standard cross-coupling conditions.

Application

4'-Chloro-[1,1'-biphenyl]-2-carboxylic acid serves as a versatile building block in medicinal chemistry and materials science, enabling direct incorporation of ortho-substituted biphenyl motifs into bioactive scaffolds. Its carboxylic acid functionality facilitates amide coupling, esterification, and metal-catalyzed transformations under standard conditions. The chloro substituent provides a handle for further functionalization via palladium-catalyzed cross-coupling reactions. Bench-stable and readily purified by recrystallization, it functions effectively in multi-step syntheses requiring orthogonal reactivity and structural rigidity.

Synthesis

  • Route1

    References

    • Tao, Bin; Goel, Subhash C.; Singh, Jagvir; Boykin, David W. Synthesis, 2002 , # 8 p. 1043 - 1046
  • Route2

    References

    • Xia, Min; Chen, Zhenchu Synthetic Communications, 2000 , vol. 30, # 1 p. 63 - 68
  • Route3
    • Methyl 4'-chloro-[1,1'-biphenyl]-2-carboxylate|CS-0779888
      17103-28-5
    • ~%
    • In-stock
      4'-Chloro-[1,1'-biphenyl]-2-carboxylicacid|CS-0171208
      7079-15-4

    References

    • Organic Letters, , vol. 15, # 11 p. 2574 - 2577

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-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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