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CS-W001157 4
Total: USD 88.00

4'-Chloro-[1,1'-biphenyl]-2-amine

  • CAS No. 1204-44-0

  • Cat. No. CS-0156682
  • Purity≥98%
  • MDL No.MFCD03424659

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

4'-Chloro-[1,1'-biphenyl]-2-amine|CS-0156682

Structure of 1204-44-0

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General Information

  • CAS No. 1204-44-0
  • Cat. No. CS-0156682
  • Purity ≥98%
  • MDL No. MFCD03424659
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₀ClN
  • Molecular Weight 203.67
  • Synonym(s) 4'-Chloro-Biphenyl-2-Ylamine Hydrochloride
  • SMILES C1=CC=C(C(=C1)C2=CC=C(C=C2)Cl)N

Description

4'-Chloro-[1,1'-biphenyl]-2-amine features a chlorinated biphenyl scaffold with an amino group at the ortho position, delivering enhanced electronic modulation and improved solubility in polar solvents. This electron-rich aryl amine serves as a key intermediate in pharmaceutical synthesis and functional materials development, offering reliable reactivity under standard coupling conditions.

Application

4'-Chloro-[1,1'-biphenyl]-2-amine serves as a versatile building block in medicinal chemistry and materials science, enabling efficient construction of biaryl scaffolds via palladium-catalyzed cross-coupling reactions. The ortho-amino and para-chloro substituents offer complementary reactivity for sequential functionalization, while the biphenyl core provides rigidity and electron-rich character. Bench-stable and readily purified by recrystallization, it functions effectively in Suzuki-Miyaura, Buchwald-Hartwig, and other standard coupling protocols.

Synthesis

  • Route1

    References

    • Angewandte Chemie - International Edition, , vol. 51, # 40 p. 10190 - 10193
  • Route2
    • In-stock
      NSC 25408|CS-D1133
      1679-18-1
    • null|null
      615-36-1
    • ~82%
    • In-stock
      4'-Chloro-[1,1'-biphenyl]-2-amine|CS-0156682
      1204-44-0

    References

    • Organic Letters, , vol. 15, # 17 p. 4544 - 4547
  • Route3
    • null|null
      2028-74-2
    • null|null
      74497-02-2
    • ~43%
    • 4'-Chloro-[1,1'-biphenyl]-4-amine|CS-0204856
      135-68-2
    • In-stock
      4'-Chloro-[1,1'-biphenyl]-2-amine|CS-0156682
      1204-44-0

    References

    • US2013/338369 A1, ; Paragraph 0243; 0244; 0343; 0344; 0345; 0346; 0347-0349 ;

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

Quality Control

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Computational Chemistry Data

  • TPSA   26.02
  • LogP   3.5892
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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