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CS-W001157 4
Total: USD 88.00

2,3-Dibromobenzoic acid

  • CAS No. 603-78-1

  • Cat. No. CS-0193046
  • Purity≥98%
  • MDL No.MFCD11520726

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

2,3-Dibromobenzoic acid|CS-0193046

Structure of 603-78-1

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General Information

  • CAS No. 603-78-1
  • Cat. No. CS-0193046
  • Purity ≥98%
  • MDL No. MFCD11520726
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄Br₂O₂
  • Molecular Weight None
  • Synonym(s) None
  • SMILES C1=CC(=C(C(=C1)Br)Br)C(=O)O

Description

2,3-Dibromobenzoic acid features a rigid aromatic core bearing two bromine atoms at adjacent positions, enabling selective coupling reactions in synthetic pathways. The carboxylic acid functionality provides a handle for derivatization, while the electron-withdrawing bromines enhance reactivity in palladium-catalyzed transformations. This compound serves as a key intermediate in the synthesis of functionalized heterocycles and conjugated materials.

Application

2,3-Dibromobenzoic acid serves as a versatile building block in synthetic organic chemistry, enabling direct functionalization at the 2- and 3-positions of the aromatic ring. Its bromine substituents facilitate palladium-catalyzed cross-coupling reactions, including Suzuki and Stille couplings, with high regioselectivity. The carboxylic acid group provides a handle for derivatization via esterification, amidation, or salt formation, enhancing solubility and reactivity in diverse reaction media. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step syntheses targeting pharmaceutical intermediates and functionalized heterocycles.

Synthesis

  • Route1

    References

    • Menzel, Karsten; Dimichele, Lisa; Mills, Paul; Frantz, Doug E.; Nelson, Todd D.; Kress, Michael H. Synlett, 2006 , # 12 p. 1948 - 1952
  • Route2

    References

    • Gohier, Frederic; Mortier, Jacques Journal of Organic Chemistry, 2003 , vol. 68, # 5 p. 2030 - 2033
  • Route3
    • In-stock
      1,2-Dibromo-4-nitrobenzene|CS-0097026
      5411-50-7
    • null|null
      151-50-8
    • ~%
    • In-stock
      2,3-Dibromobenzoic acid|CS-0193046
      603-78-1

    References

    • Bunnett et al. Journal of the American Chemical Society, 1954 , vol. 76, p. 5755,5761

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS09
Signal Word : Danger
UN#: 1760
Class : 8
Packing Group : Ⅲ
Hazard Statements : H314-H400-H410
Precautionary Statements : P260-P264-P273-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P363-P391-P405-P501

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   2.9098
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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