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CS-W001157 4
Total: USD 88.00

[2,2'-Bipyridin]-4-amine

  • CAS No. 14151-21-4

  • Cat. No. CS-0173411
  • Purity≥95%
  • MDL No.MFCD01646268

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

[2,2'-Bipyridin]-4-amine|CS-0173411

Structure of 14151-21-4

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General Information

  • CAS No. 14151-21-4
  • Cat. No. CS-0173411
  • Purity ≥95%
  • MDL No. MFCD01646268
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉N₃
  • Molecular Weight None
  • Synonym(s) 2,2'-bipyridin-4-amine
  • SMILES NC1=CC(C2=NC=CC=C2)=NC=C1

Description

This bipyridine derivative features a strategically positioned amine group enabling robust metal coordination and redox activity. The conjugated heterocyclic framework supports charge transfer interactions, facilitating use in catalytic systems and molecular electronics. Bench-stable under standard conditions, it integrates seamlessly into complex ligand architectures for transition metal complexes.

Application

[2,2'-Bipyridin]-4-amine serves as a versatile ligand scaffold in transition metal catalysis, enabling efficient coordination to palladium, ruthenium, and copper centers. Its pyridine nitrogen atoms facilitate stable complex formation, while the primary amine group offers a handle for derivatization. The compound exhibits excellent bench stability and compatibility with common synthetic protocols, making it a practical choice for catalyst development and coordination chemistry applications.

Synthesis

  • Route1
    • null|null
      14163-00-9
    • ~93%
    • In-stock
      [2,2'-Bipyridin]-4-amine|CS-0173411
      14151-21-4

    References

    • Zhou, Zhiguo; Sarova, Ginka H.; Zhang, Sheng; Ou, Zhongping; Tat, Fatma T.; Kadish, Karl M.; Echegoyen, Luis; Guldi, Dirk M.; Schuster, David I.; Wilson, Stephen R. Chemistry - A European Journal, 2006 , vol. 12, # 16 p. 4241 - 4248
  • Route2
    • 2,2'-Bipyridine 1-oxide|CS-1349332
      33421-43-1
    • ~%
    • In-stock
      [2,2'-Bipyridin]-4-amine|CS-0173411
      14151-21-4

    References

    • Nguyen, Tuan Q.; Qu, Fanqi; Huang, Xiaoling; Janzen, Alexander F. Canadian Journal of Chemistry, 1992 , vol. 70, # 7 p. 2089 - 2093
  • Route3

    References

    • Kodama, Koichi; Kobayashi, Akinori; Hirose, Takuji Tetrahedron Letters, 2013 , vol. 54, # 40 p. 5514 - 5517

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 : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   51.8
  • LogP   1.7258
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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