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CS-W001157 4
Total: USD 88.00

2-Bromodibenzo[b,d]furan

  • CAS No. 86-76-0

  • Cat. No. CS-W014116
  • Purity≥98%
  • MDL No.MFCD00092338

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

2-Bromodibenzo[b,d]furan|CS-W014116

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General Information

  • CAS No. 86-76-0
  • Cat. No. CS-W014116
  • Purity ≥98%
  • MDL No. MFCD00092338
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₇BrO
  • Molecular Weight 247.09
  • Synonym(s) Dibenzofuran, 2-bromo-
  • SMILES BrC1=CC=C2OC3=CC=CC=C3C2=C1

Description

2-Bromodibenzo[b,d]furan is a brominated polycyclic aromatic compound featuring a dibenzo[furan] core with a strategically positioned bromine substituent. This electron-deficient scaffold serves as a key building block in the synthesis of advanced organic semiconductors and functional materials. The bromine atom enables facile cross-coupling transformations under standard conditions, facilitating integration into complex molecular architectures.

Application

2-Bromodibenzo[b,d]furan serves as a valuable building block in the synthesis of complex polycyclic architectures and heterocyclic scaffolds. Its bromine substituent enables diverse cross-coupling reactions, including Pd-catalyzed Suzuki and Stille couplings, facilitating efficient construction of biaryl and fused-ring systems. The compound exhibits good bench stability and is compatible with standard purification protocols, making it well-suited for iterative synthetic sequences in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Hand, Elli S.; Johnson, Stephen C.; Baker, David C. Journal of Organic Chemistry, 1997 , vol. 62, # 5 p. 1348 - 1355
  • Route2
    • In-stock
      Dibenzo[b,d]furan|CS-W017802
      132-64-9
    • ~60%
    • In-stock
      2-Bromodibenzo[b,d]furan|CS-W014116
      86-76-0
    • null|null
      1204702-75-9

    References

    • Chen, Shaw H.; Zeng, Lichang; Lee, Thomas Yung-Hsin Patent: US2010/184942 A1, 2010 ;
  • Route3

    References

    • Vecchi, Paul A.; Padmaperuma, Asanga B.; Qiao, Hong; Sapochak, Linda S.; Burrows, Paul E. Organic Letters, 2006 , vol. 8, # 19 p. 4211 - 4214

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-H413
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   13.14
  • LogP   4.3485
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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