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CS-W001157 4
Total: USD 88.00

2,7-Dibromonaphthalene

  • CAS No. 58556-75-5

  • Cat. No. CS-W008445
  • Purity≥98%
  • MDL No.MFCD00238580

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

2,7-Dibromonaphthalene|CS-W008445

Structure of 58556-75-5

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General Information

  • CAS No. 58556-75-5
  • Cat. No. CS-W008445
  • Purity ≥98%
  • MDL No. MFCD00238580
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₆Br₂
  • Molecular Weight None
  • Synonym(s) naphthalene, 2,7-dibromo-; 2,7-Dibromonaphthalene
  • SMILES BrC2=CC1=CC(=CC=C1C=C2)Br

Description

2,7-Dibromonaphthalene offers a sterically accessible dibromo substitution pattern on a rigid polycyclic scaffold, enabling selective cross-coupling reactions under standard conditions. This bench-stable derivative integrates readily into synthetic sequences requiring halogen-directed functionalization.

Application

2,7-Dibromonaphthalene serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling the construction of biaryl and polyaromatic scaffolds. Its regioselective bromine substitution pattern facilitates sequential functionalization under palladium- or nickel-catalyzed conditions, with excellent bench stability and straightforward purification. This compound is well-suited for the synthesis of advanced intermediates in materials science and pharmaceutical research.

Synthesis

  • Route1

    References

    • Gatti, Michele; Wu, Linglin; Drinkel, Emma; Gaggia, Fiona; Blumentritt, Sascha; Linden, Anthony; Dorta, Reto Arkivoc, 2011 , vol. 2011, # 6 p. 176 - 198
  • Route2
    • Naphthalene-2,7-disulfonic acid|CS-0699630
      92-41-1
    • ~%
    • In-stock
      2,7-Dibromonaphthalene|CS-W008445
      58556-75-5

    References

    • Journal of the Indian Chemical Society, , vol. 16, p. 460
  • Route3
    • null|null
      861339-85-7
    • ~%
    • In-stock
      2,7-Dibromonaphthalene|CS-W008445
      58556-75-5

    References

    • Journal fuer Praktische Chemie (Leipzig), , vol. <2> 101, p. 61

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS09
Signal Word : Warning
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H319-H411
Precautionary Statements : P264-P273-P280-P391-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   4.3648
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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