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CS-W001157 4
Total: USD 88.00

[2,2'-Bipyridin]-6-amine

  • CAS No. 178039-84-4

  • Cat. No. CS-W018459
  • Purity≥97%
  • MDL No.None

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

[2,2'-Bipyridin]-6-amine|CS-W018459

Structure of 178039-84-4

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General Information

  • CAS No. 178039-84-4
  • Cat. No. CS-W018459
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉N₃
  • Molecular Weight 171.20
  • Synonym(s) 6-AMINO-2,2'-BIPYRIDINE
  • SMILES NC1=CC=CC(C2=NC=CC=C2)=N1

Description

6-Amino-2,2'-bipyridine features a nitrogen-rich heterocyclic scaffold that integrates a primary amine group at the 6-position, enabling robust coordination to transition metals. This structure facilitates efficient chelation in catalytic systems and supports applications in luminescent materials and redox-active complexes.

Application

[2,2'-Bipyridin]-6-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 further functionalization. The compound exhibits good bench stability and compatibility with common reaction conditions, making it suitable for use in cross-coupling reactions, photoredox catalysis, and the synthesis of coordination polymers.

Synthesis

  • Route1

    References

    • Huang, Kuo-Wei; Chen, Tao; He, Lipeng; Gong, Dirong; Jia, Weiguo; Yao, Liangfeng Patent: US2012/323007 A1, 2012 ; Location in patent: Page/Page column 13 ;
  • Route2
    • 2,2'-Bipyridine 1-oxide|CS-1349332
      33421-43-1
    • ~%
    • In-stock
      [2,2'-Bipyridin]-6-amine|CS-W018459
      178039-84-4

    References

    • Yin, Jingjun; Xiang, Bangping; Huffman, Mark A.; Raab, Conrad E.; Davies, Ian W. Journal of Organic Chemistry, 2007 , vol. 72, # 12 p. 4554 - 4557
  • Route3

    References

    • Guetz, Christoph; Luetzen, Arne Synthesis, 2010 , # 1 p. 85 - 90

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-H319
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-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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