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CS-W001157 4
Total: USD 88.00

2-Bromo-7-iodo-9H-fluorene

  • CAS No. 123348-27-6

  • Cat. No. CS-W018902
  • Purity≥98%
  • MDL No.MFCD12024276

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

2-Bromo-7-iodo-9H-fluorene|CS-W018902

Structure of 123348-27-6

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General Information

  • CAS No. 123348-27-6
  • Cat. No. CS-W018902
  • Purity ≥98%
  • MDL No. MFCD12024276
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₈BrI
  • Molecular Weight 371.01
  • Synonym(s) 2-Bromo-7-iodofluorene
  • SMILES IC1=CC2=C(C=C1)C3=C(C=C(Br)C=C3)C2

Description

2-Bromo-7-iodo-9H-fluorene is a halogenated fluorene derivative featuring strategically positioned bromo and iodo substituents on the aromatic ring. This combination enables efficient cross-coupling reactions, particularly in palladium-catalyzed transformations, where the distinct reactivity of the two halogens allows for sequential functionalization. The molecule exhibits enhanced stability under standard handling conditions and integrates readily into complex molecular architectures.

Application

2-Bromo-7-iodo-9H-fluorene serves as a versatile biaryl building block for palladium-catalyzed cross-coupling reactions, enabling efficient construction of functionalized fluorene scaffolds. The ortho-bromine and meta-iodine substituents offer orthogonal reactivity, facilitating sequential coupling processes. Its stability under standard reaction conditions and ease of purification make it well-suited for applications in medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Scott, Robert William; Wang, Fang; Shi, Bing; Mogalian, Erik Patent: US2013/324496 A1, 2013 ; Location in patent: Paragraph 0239-0240 ;
  • Route2
    • In-stock
      2-Bromofluorene|CS-W010255
      1133-80-8
    • null|null
      7664-93-9
    • ~81%
    • In-stock
      2-Bromo-7-iodo-9H-fluorene|CS-W018902
      123348-27-6

    References

    • The United States of America as represented by the Secretary of the Air Force Patent: US6555682 B1, 2003 ;
  • Route3
    • In-stock
      2-Bromofluorene|CS-W010255
      1133-80-8
    • null|null
      10450-60-9
    • ~%
    • In-stock
      2-Bromo-7-iodo-9H-fluorene|CS-W018902
      123348-27-6

    References

    • Idemitsu Kosan Co., Ltd. Patent: US2006/232198 A1, 2006 ;

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-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   4.6249
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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