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CS-W001157 4
Total: USD 88.00

4'-Iodo-[1,1'-biphenyl]-4-amine

  • CAS No. 7285-77-0

  • Cat. No. CS-0157512
  • Molecule weight295.12
  • Purity≥95%
  • MDL No.MFCD00545088

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

4'-Iodo-[1,1'-biphenyl]-4-amine|CS-0157512

Structure of 7285-77-0

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General Information

  • CAS No. 7285-77-0
  • Cat. No. CS-0157512
  • Purity ≥95%
  • MDL No. MFCD00545088
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₀IN
  • Molecular Weight 295.12
  • Synonym(s) 4-Amino-4'-iodobiphenyl
  • SMILES C1=C(C=CC(=C1)I)C2=CC=C(C=C2)N

Description

4'-Iodo-[1,1'-biphenyl]-4-amine features a terminal amine paired with a para-iodinated aryl group, enabling direct coupling in cross-coupling reactions. This electron-deficient biphenyl scaffold offers enhanced reactivity in palladium-catalyzed transformations and exhibits robust stability under standard reaction conditions.

Application

4'-Iodo-[1,1'-biphenyl]-4-amine serves as a versatile building block for Suzuki-Miyaura coupling reactions, enabling efficient construction of biaryl scaffolds under mild conditions. The iodide group exhibits high reactivity and compatibility with palladium catalysts, while the primary amine functions as a handle for further derivatization or conjugation. Its bench-stable solid form facilitates handling and purification, making it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Makarov, Alexander Yu; Bagryanskaya, Irina Yu; Gatilov, Yuri V.; Mikhalina, Tatiana V.; Shakirov, Makhmut M.; Shchegoleva, Lyudmila N.; Zibarev, Andrey V. Heteroatom Chemistry, 2001 , vol. 12, # 7 p. 563 - 576
  • Route2

    References

    • Zhang, Yawei; Starynowicz, Przemyslaw; Christoffers, Jens European Journal of Organic Chemistry, 2008 , # 20 p. 3488 - 3495
  • Route3
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    • In-stock
      4'-Iodo-[1,1'-biphenyl]-4-amine|CS-0157512
      7285-77-0

    References

    • You; Brezzell; Das; Hooberman; Sinsheimer Mutation Research - Genetic Toxicology Testing and Biomonitoring of Environmental or Occupational Exposure, 1994 , vol. 320, # 1-2 p. 45 - 58

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   26.02
  • LogP   3.5404
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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