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CS-W001157 4
Total: USD 88.00

1,4-Dibromo-2-iodobenzene

  • CAS No. 89284-52-6

  • Cat. No. CS-W018882
  • Purity≥97%
  • MDL No.MFCD07778993

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

1,4-Dibromo-2-iodobenzene|CS-W018882

Structure of 89284-52-6

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General Information

  • CAS No. 89284-52-6
  • Cat. No. CS-W018882
  • Purity ≥97%
  • MDL No. MFCD07778993
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃Br₂I
  • Molecular Weight 361.80
  • Synonym(s) None
  • SMILES IC1=CC(Br)=CC=C1Br

Description

1,4-Dibromo-2-iodobenzene features a highly functionalized benzene ring bearing bromo and iodo substituents at strategic ortho and para positions. This trifunctional aryl halide enables efficient cross-coupling reactions in transition-metal catalysis, offering predictable regiochemical outcomes. The molecule's stability under standard conditions facilitates handling and integration into complex synthetic sequences.

Application

1,4-Dibromo-2-iodobenzene serves as a versatile trihalogenated benzene building block for palladium-catalyzed cross-coupling reactions. Its orthogonal halogen reactivity enables sequential functionalization, facilitating the construction of complex biaryl and heterocyclic scaffolds. The compound exhibits good bench stability and is compatible with standard reaction conditions in medicinal chemistry and materials synthesis workflows.

Synthesis

  • Route1
    • null|null
      3638-73-1
    • ~70%
    • In-stock
      1,4-Dibromo-2-iodobenzene|CS-W018882
      89284-52-6

    References

    • IDEMITSU KOSAN CO., LTD. Patent: EP1707550 A1, 2006 ; Location in patent: Page/Page column 36 ;
  • Route2

    References

    • Uchiyama, Masanobu; Kobayashi, Yuri; Furuyama, Taniyuki; Nakamura, Shinji; Kajihara, Yumiko; Miyoshi, Tomoko; Sakamoto, Takao; Kondo, Yoshinori; Morokuma, Keiji Journal of the American Chemical Society, 2008 , vol. 130, # 2 p. 472 - 480
  • Route3
    • null|null
      3315-91-1
    • In-stock
      1,4-Dibromo-2,5-diiodobenzene|CS-0099451
      63262-06-6
    • ~39%
    • 1,1':4',1'':4'',1''':4''',1''''-Quinquephenyl|CS-0313593
      3073-05-0
    • In-stock
      1,4-Dibromo-2-iodobenzene|CS-W018882
      89284-52-6

    References

    • Hart, Harold; Harada, Katsumasa; Du, Chi-Jen Frank Journal of Organic Chemistry, 1985 , vol. 50, # 17 p. 3104 - 3110

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

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   3.8162
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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