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CS-W001157 4
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5-Bromo-1,3-diethyl-2-iodobenzene

  • CAS No. 942475-12-9

  • Cat. No. CS-0139204
  • Molecule weight339.01
  • Purity≥95%
  • MDL No.MFCD09743748

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

5-Bromo-1,3-diethyl-2-iodobenzene|CS-0139204

Structure of 942475-12-9

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General Information

  • CAS No. 942475-12-9
  • Cat. No. CS-0139204
  • Purity ≥95%
  • MDL No. MFCD09743748
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₂BrI
  • Molecular Weight 339.01
  • Synonym(s) 5-Bromo-1,3-diethyl-2-iodo-benzene
  • SMILES IC1=C(CC)C=C(Br)C=C1CC

Description

5-Bromo-1,3-diethyl-2-iodobenzene is a sterically hindered diaryl halide featuring complementary bromo and iodo substituents at para and ortho positions, respectively. This configuration enables selective cross-coupling reactions under palladium catalysis, facilitating efficient C–C bond formation in complex molecule synthesis. The diethyl groups enhance solubility and stability, enabling reliable handling in standard organic workflows.

Application

5-Bromo-1,3-diethyl-2-iodobenzene serves as a versatile diaryl building block for palladium-catalyzed cross-coupling reactions. The ortho-bromine and iodine substituents enable sequential functionalization via Suzuki-Miyaura and Stille coupling protocols. The diethyl groups provide steric and electronic modulation, enhancing solubility and stability during reaction setup. This compound facilitates efficient construction of complex biaryl architectures with predictable regiochemistry, making it suitable for medicinal chemistry libraries and materials synthesis.

Synthesis

  • Route1

    References

    • BRISTOL-MYERS SQUIBB COMPANY Patent: WO2007/76431 A1, 2007 ; Location in patent: Page/Page column 162 ; WO 2007/076431 A1

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   4.1785
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   2

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