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CS-W001157 4
Total: USD 88.00

4-Bromo-2-(bromomethyl)-1-iodobenzene

  • CAS No. 495414-06-7

  • Cat. No. CS-0452959
  • Purity≥98%
  • MDL No.MFCD12025360

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

4-Bromo-2-(bromomethyl)-1-iodobenzene|CS-0452959

Structure of 495414-06-7

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General Information

  • CAS No. 495414-06-7
  • Cat. No. CS-0452959
  • Purity ≥98%
  • MDL No. MFCD12025360
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅Br₂I
  • Molecular Weight 375.83
  • Synonym(s) None
  • SMILES C1=C(C=C(CBr)C(=C1)I)Br

Description

4-Bromo-2-(bromomethyl)-1-iodobenzene features a strategically positioned bromomethyl group flanked by bromo and iodo substituents, enabling selective cross-coupling reactions. This trifunctional aryl halide integrates readily into complex molecular architectures under palladium-catalyzed conditions, offering high chemoselectivity and compatibility with diverse reaction partners.

Application

4-Bromo-2-(bromomethyl)-1-iodobenzene serves as a versatile dihalogenated aryl building block for cross-coupling and functionalization reactions. The bromomethyl group enables direct nucleophilic substitution or metal-mediated transformations, while the iodine and bromine atoms provide orthogonal reactivity in Pd-catalyzed couplings. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient synthesis of complex heterocycles and pharmaceutical scaffolds.

Synthesis

  • Route1

    References

    • Chouhan, Gagan; Alper, Howard Journal of Organic Chemistry, 2009 , vol. 74, # 16 p. 6181 - 6189
  • Route2

    References

    • THE JOHNS HOPKINS UNIVERSITY; TOVAR, John Dayton; CARUSO, Jr., Anthony Patent: WO2011/127383 A2, 2011 ; Location in patent: Page/Page column 74 ;
  • Route3

    References

    • Pletnev, Alexandre A.; Larock, Richard C. Journal of Organic Chemistry, 2002 , vol. 67, # 26 p. 9428 - 9438

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   3.9486
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   1

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