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CS-W001157 4
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2-Bromo-7-iodo-9,9-dimethyl-9H-fluorene

  • CAS No. 319906-45-1

  • Cat. No. CS-0069727
  • Purity≥97%
  • MDL No.MFCD12024277

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

2-Bromo-7-iodo-9,9-dimethyl-9H-fluorene|CS-0069727

Structure of 319906-45-1

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General Information

  • CAS No. 319906-45-1
  • Cat. No. CS-0069727
  • Purity ≥97%
  • MDL No. MFCD12024277
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₁₂BrI
  • Molecular Weight 399.06
  • Synonym(s) 7-Bromo-2-Iodo-9,9-Dimethyl-9H-Fluorene
  • SMILES CC1(C)C2=C(C3=C1C=C(I)C=C3)C=CC(Br)=C2

Description

2-Bromo-7-iodo-9,9-dimethyl-9H-fluorene features a sterically hindered fluorene core with orthogonal halogen handles, enabling selective cross-coupling under standard conditions. The dimethyl substitution enhances stability and solubility, while the bromo and iodo groups facilitate sequential functionalization in palladium-catalyzed reactions.

Application

2-Bromo-7-iodo-9,9-dimethyl-9H-fluorene serves as a versatile bifunctional building block in cross-coupling chemistry, enabling sequential Pd-catalyzed transformations. The bromo and iodo substituents exhibit orthogonal reactivity, facilitating selective functionalization in complex molecule assembly. The sterically encumbered 9,9-dimethylfluorene core enhances stability and simplifies purification. This compound functions reliably in Suzuki-Miyaura, Stille, and Negishi couplings, making it valuable for synthesizing conjugated materials and medicinally relevant heterocyclic scaffolds.

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   5.36
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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