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CS-W001157 4
Total: USD 88.00

2,5-Dibromoanisole

  • CAS No. 95970-08-4

  • Cat. No. CS-0040073
  • Purity≥98%
  • MDL No.MFCD07780698

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

2,5-Dibromoanisole|CS-0040073

Structure of 95970-08-4

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General Information

  • CAS No. 95970-08-4
  • Cat. No. CS-0040073
  • Purity ≥98%
  • MDL No. MFCD07780698
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆Br₂O
  • Molecular Weight 265.93
  • Synonym(s) None
  • SMILES COC1=CC(Br)=CC=C1Br

Description

2,5-Dibromoanisole features two bromine atoms at the 2 and 5 positions of anisole, delivering enhanced reactivity in cross-coupling processes. The methoxy group stabilizes electron density, while the ortho-bromine substitution facilitates selective functionalization under palladium catalysis. This bench-stable compound integrates efficiently into complex molecular architectures requiring halogen-directed assembly.

Application

2,5-Dibromoanisole serves as a valuable building block in cross-coupling reactions, enabling efficient construction of biaryl scaffolds under palladium catalysis. The methoxy group provides orthogonal functionality for subsequent derivatization, while the dibrominated core offers high reactivity in Suzuki, Stille, and Negishi couplings. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      1,4-Dibromo-2-fluorobenzene|CS-W008202
      1435-52-5
    • ~86%
    • In-stock
      2,5-Dibromoanisole|CS-0040073
      95970-08-4

    References

    • ELI LILLY AND COMPANY Patent: WO2007/146758 A2, 2007 ; Location in patent: Page/Page column 76 ; WO 2007/146758 A2
  • Route2
    • In-stock
      2,5-Dibromophenol|CS-W019376
      28165-52-8
    • null|null
      74-88-4
    • ~78%
    • In-stock
      2,5-Dibromoanisole|CS-0040073
      95970-08-4

    References

    • Lee, Dong-Woo; Kim, Taehoon; Lee, Myongsoo Chemical Communications, 2011 , vol. 47, # 29 p. 8259 - 8261
  • Route3
    • N-(2,5-dibromo-4-methoxyphenyl)acetamide|CS-0723671
      129319-11-5
    • ~%
    • In-stock
      2,5-Dibromoanisole|CS-0040073
      95970-08-4

    References

    • Journal of Organic Chemistry USSR (English Translation), , vol. 20, p. 2357 - 2366 Zhurnal Organicheskoi Khimii, , vol. 20, # 12 p. 2588 - 2599

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   9.23
  • LogP   3.2202
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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