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CS-W001157 4
Total: USD 88.00

[1,1':3',1''-Terphenyl]-2'-amine

  • CAS No. 87666-57-7

  • Cat. No. CS-0122453
  • Molecule weight245.32
  • Purity≥98%
  • MDL No.None

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

[1,1':3',1''-Terphenyl]-2'-amine|CS-0122453

Structure of 87666-57-7

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General Information

  • CAS No. 87666-57-7
  • Cat. No. CS-0122453
  • Purity ≥98%
  • MDL No. None
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₈H₁₅N
  • Molecular Weight 245.32
  • Synonym(s) 2,6-Diphenylaniline
  • SMILES NC1=C(C2=CC=CC=C2)C=CC=C1C3=CC=CC=C3

Description

This bench-stable, electron-rich terphenylamine features a sterically hindered triaryl scaffold that enhances solubility and stability in organic media. The para-amino group enables direct coupling in C–N bond formation, facilitating integration into advanced ligands and functional materials.

Application

[1,1':3',1''-Terphenyl]-2'-amine serves as a robust, bench-stable scaffold for the synthesis of chiral ligands and catalysts in transition metal-catalyzed couplings. Its ortho-amine functionality enables straightforward coordination to palladium and nickel centers, while the extended π-system provides enhanced electronic stability and steric definition. The molecule exhibits excellent functional group tolerance and facilitates efficient purification via crystallization or column chromatography, making it well-suited for iterative synthetic workflows in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Liu, Chun; Song, Xiaoxiao; Ni, Qijian; Qiu, Jieshan ARKIVOC (Gainesville, FL, United States), 2012 , vol. 2012, # 9 p. 62 - 75,14
  • Route2
    • null|null
      90-41-5
    • null|null
      108-90-7
    • ~72%
    • N-phenyl-[1,1'-biphenyl]-2-amine|CS-0538817
      35887-50-4
    • In-stock
      [1,1':3',1''-Terphenyl]-2'-amine|CS-0122453
      87666-57-7

    References

    • Truong, Thanh; Daugulis, Olafs Organic Letters, 2012 , vol. 14, # 23 p. 5964 - 5967
  • Route3
    • null|null
      19625-69-5
    • ~95%
    • In-stock
      [1,1':3',1''-Terphenyl]-2'-amine|CS-0122453
      87666-57-7

    References

    • Ozasa, Shigeru; Fujioka, Yasuhiro; Kikutake, Jun-ichiro; Ibuki, Eiichi Chemical and Pharmaceutical Bulletin, 1983 , vol. 31, # 5 p. 1572 - 1581

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07,GHS09
Signal Word : Danger
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335-H410
Precautionary Statements : P261-P264-P270-P271-P273-P280-P302+P352-P304+P340-P330-P362+P364-P391-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.02
  • LogP   4.6028
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   2

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