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CS-W001157 4
Total: USD 88.00

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

  • CAS No. 1137-77-5

  • Cat. No. CS-0199547
  • Purity≥96%
  • MDL No.None

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

4'-Methoxy-[1,1'-biphenyl]-4-amine|CS-0199547

Structure of 1137-77-5

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General Information

  • CAS No. 1137-77-5
  • Cat. No. CS-0199547
  • Purity ≥96%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₃NO
  • Molecular Weight 199.25
  • Synonym(s) 4'-Methoxy-biphenyl-4-amine
  • SMILES COC1=CC=C(C=C1)C2=CC=C(C=C2)N

Description

4'-Methoxy-[1,1'-biphenyl]-4-amine features a para-methoxy group enhancing electron density at the terminal phenyl ring, enabling efficient coupling in Pd-catalyzed cross-coupling reactions. The amine functionality provides a robust handle for derivatization and incorporation into functional materials. This compound exhibits good stability under standard bench conditions and demonstrates favorable solubility in common organic solvents.

Application

4'-Methoxy-[1,1'-biphenyl]-4-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-methoxy and para-amino groups provide complementary reactivity for sequential functionalization, while the biphenyl core offers rigidity and π-conjugation. Bench-stable and readily purified by recrystallization, it functions effectively in standard amide coupling, Suzuki-Miyaura, and electrophilic substitution protocols.

Synthesis

  • Route1

    References

    • Zhou, Bo; Li, Yi-Qun E-Journal of Chemistry, 2011 , vol. 8, # 4 p. 1490 - 1497
  • Route2
    • In-stock
      4-Methoxyphenylboronic acid|CS-W002177
      5720-07-0
    • null|null
      106-40-1
    • ~97%
    • In-stock
      4'-Methoxy-[1,1'-biphenyl]-4-amine|CS-0199547
      1137-77-5

    References

    • Razler, Thomas M.; Hsiao, Yi; Qian, Feng; Fu, Ruiling; Khan, Rana Kashif; Doubleday, Wendel Journal of Organic Chemistry, 2009 , vol. 74, # 3 p. 1381 - 1384
  • Route3
    • In-stock
      4-Methoxyphenylboronic acid|CS-W002177
      5720-07-0
    • null|null
      106-47-8
    • ~92%
    • In-stock
      4'-Methoxy-[1,1'-biphenyl]-4-amine|CS-0199547
      1137-77-5

    References

    • Yamada, Yoichi M. A.; Sarkar, Shaheen M.; Uozumi, Yasuhiro Journal of the American Chemical Society, 2012 , vol. 134, # 6 p. 3190 - 3198

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   35.25
  • LogP   2.9444
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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