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Dimethyl 5-bromoisophthalate

  • CAS No. 51760-21-5

  • Cat. No. CS-W008948
  • Purity≥98%
  • MDL No.MFCD00078709

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

Dimethyl 5-bromoisophthalate|CS-W008948

Structure of 51760-21-5

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General Information

  • CAS No. 51760-21-5
  • Cat. No. CS-W008948
  • Purity ≥98%
  • MDL No. MFCD00078709
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉BrO₄
  • Molecular Weight 273.08
  • Synonym(s) dimethyl 5-bromobenzene-1,3-dicarboxylate
  • SMILES BrC1=CC(C(OC)=O)=CC(C(OC)=O)=C1

Description

Dimethyl 5-bromoisophthalate features a brominated aromatic core flanked by two ester groups, enabling direct functionalization in cross-coupling reactions. This bench-stable, moisture-tolerant reagent integrates seamlessly into synthetic sequences requiring halogen-directed derivatization, offering predictable regiochemistry and high compatibility with palladium-catalyzed transformations.

Application

Dimethyl 5-bromoisophthalate serves as a versatile diester building block for the synthesis of functionalized aromatic scaffolds. Its bromine substituent enables direct palladium-catalyzed cross-coupling reactions, while the ester groups facilitate selective transformations and orthogonal derivatization. The compound exhibits excellent bench stability and clean purification profiles, making it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Liao, Teng-Biao; Ling, Yun; Chen, Zhen-Xia; Zhou, Ya-Ming; Weng, Lin-Hong Chemical Communications, 2010 , vol. 46, # 7 p. 1100 - 1102
  • Route2

    References

    • SUMITOMO BAKELITE CO., LTD. Patent: EP1346975 A1, 2003 ;
  • Route3
    • In-stock
      5-Bromoisophthalic acid|CS-0040380
      23351-91-9
    • null|null
      74-88-4
    • ~92%
    • In-stock
      Dimethyl 5-bromoisophthalate|CS-W008948
      51760-21-5

    References

    • FOVEA PHARMACEUTICALS; FEUTRILL, John; LERICHE, Caroline; MIDDLEMISS, David Patent: WO2013/37705 A2, 2013 ; Location in patent: Page/Page column 137 ; WO 2013/037705 A2

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   52.6
  • LogP   2.0223
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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