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Diethyl 5-bromoisophthalate

  • CAS No. 127437-29-0

  • Cat. No. CS-0151782
  • Purity≥98%
  • MDL No.MFCD12913556

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

Diethyl 5-bromoisophthalate|CS-0151782

Structure of 127437-29-0

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General Information

  • CAS No. 127437-29-0
  • Cat. No. CS-0151782
  • Purity ≥98%
  • MDL No. MFCD12913556
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₃BrO₄
  • Molecular Weight 301.13
  • Synonym(s) diethyl 5-bromobenzene-1,3-dicarboxylate
  • SMILES CCOC(=O)C1=CC(=CC(=C1)Br)C(=O)OCC

Description

Diethyl 5-bromoisophthalate features a brominated aromatic core flanked by ethyl ester groups, enabling direct functionalization in cross-coupling and nucleophilic substitution reactions. The para-bromo substituent provides a reactive handle for palladium-catalyzed transformations, while the ester functionalities offer compatibility with standard organic synthesis protocols. This compound serves as a robust building block for pharmaceutical intermediates and advanced materials.

Application

Diethyl 5-bromoisophthalate serves as a versatile building block in synthetic organic chemistry, enabling the construction of functionalized aromatic scaffolds via palladium-catalyzed cross-coupling reactions. The bromo group facilitates efficient Suzuki, Stille, and Negishi couplings, while the ester functionalities offer orthogonal handles for further derivatization. Its bench-stable crystalline form simplifies handling and purification, making it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

Safety Information

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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   52.6
  • LogP   2.8025
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   4

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