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CS-W001157 4
Total: USD 88.00

2,7-Dibromo-9,9-diphenyl-9H-fluorene

  • CAS No. 186259-63-2

  • Cat. No. CS-0096814
  • Purity≥97%
  • MDL No.MFCD09907958

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

2,7-Dibromo-9,9-diphenyl-9H-fluorene|CS-0096814

Structure of 186259-63-2

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General Information

  • CAS No. 186259-63-2
  • Cat. No. CS-0096814
  • Purity ≥97%
  • MDL No. MFCD09907958
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₅H₁₆Br₂
  • Molecular Weight 476.20
  • Synonym(s) 2,7-broMo-9,9-diphenyl-9HFluorene
  • SMILES BrC1=CC2=C(C=C1)C3=C(C=C(Br)C=C3)C2(C4=CC=CC=C4)C5=CC=CC=C5

Description

2,7-Dibromo-9,9-diphenyl-9H-fluorene features a rigid fluorene core with bromine substituents at the 2 and 7 positions, enabling efficient coupling in cross-coupling reactions. The diphenyl groups at the 9-position provide steric bulk and electronic stability, enhancing reactivity control. This structure facilitates precise functionalization in synthetic pathways requiring defined stereochemistry and high thermal resilience.

Application

2,7-Dibromo-9,9-diphenyl-9H-fluorene serves as a versatile building block in palladium-catalyzed cross-coupling reactions, enabling the construction of conjugated biaryl architectures. The dibromo functionality offers orthogonal reactivity for sequential coupling, while the sterically hindered diphenylfluorene core provides enhanced bench stability and facilitates purification. Its well-defined electronic profile supports efficient incorporation into π-conjugated materials and functionalized heterocycles.

Safety Information

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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 : 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   0
  • LogP   7.5747
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   2

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