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CS-W001157 4
Total: USD 88.00

2,6-Dibromopyridine

  • CAS No. 626-05-1

  • Cat. No. CS-W008833
  • Purity≥98%
  • MDL No.MFCD00006223

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

2,6-Dibromopyridine|CS-W008833

Structure of 626-05-1

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General Information

  • CAS No. 626-05-1
  • Cat. No. CS-W008833
  • Purity ≥98%
  • MDL No. MFCD00006223
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃Br₂N
  • Molecular Weight 236.89
  • Synonym(s) None
  • SMILES BrC1=CC=CC(Br)=N1

Description

2,6-Dibromopyridine features two bromine atoms positioned at the electron-deficient 2 and 6 ring positions, enabling selective functionalization in cross-coupling reactions. This sterically protected scaffold delivers high reactivity under mild conditions while maintaining bench stability.

Application

2,6-Dibromopyridine serves as a versatile building block in synthetic organic chemistry, enabling directed functionalization at the 2- and 6-positions of the pyridine ring. Its bromine substituents facilitate palladium-catalyzed cross-coupling reactions, including Suzuki-Miyaura and Stille couplings, with high regioselectivity. The molecule exhibits good bench stability and compatibility with standard reaction conditions, making it well-suited for constructing complex heterocyclic scaffolds and advanced intermediates in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      25373-69-7
    • ~10%
    • In-stock
      2,6-Dibromopyridine|CS-W008833
      626-05-1

    References

    • Nakagawa, Hiroshi; Higuchi, Tsunehiko; Kikuchi, Kazuya; Urano, Yasuteru; Nagano, Tetsuo Chemical and Pharmaceutical Bulletin, 1998 , vol. 46, # 10 p. 1656 - 1657
  • Route2
    • null|null
      694-59-7
    • ~30%
    • In-stock
      2,6-Dibromopyridine|CS-W008833
      626-05-1

    References

    • Do, Hien-Quang; Daugulis, Olafs Organic Letters, 2009 , vol. 11, # 2 p. 421 - 423 Title/Abstract Full Text View citing articles Show Details Popov, Ilya; Do, Hien-Quang; Daugulis, Olafs Journal of Organic Chemistry, 2009 , vol. 74, # 21 p. 8309 - 8313
  • Route3
    • null|null
      110-86-1
    • ~%
    • null|null
      109-04-6
    • In-stock
      2,6-Dibromopyridine|CS-W008833
      626-05-1

    References

    • Recueil des Travaux Chimiques des Pays-Bas, , vol. 51, p. 381,386, 949

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅱ
Hazard Statements : H300-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   2.6066
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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