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CS-W001157 4
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4-Bromo-3-methoxybenzoic acid

  • CAS No. 56256-14-5

  • Cat. No. CS-D1614
  • Purity≥98%
  • MDL No.MFCD08436017

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

4-Bromo-3-methoxybenzoic acid|CS-D1614

Structure of 56256-14-5

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General Information

  • CAS No. 56256-14-5
  • Cat. No. CS-D1614
  • Purity ≥98%
  • MDL No. MFCD08436017
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇BrO₃
  • Molecular Weight 231.04
  • Synonym(s) 3-Methoxy-4-bromobenzoic acid; benzoic acid, 4-bromo-3-methoxy-
  • SMILES O=C(O)C1=CC=C(Br)C(OC)=C1

Description

4-Bromo-3-methoxybenzoic acid features a bromine substituent at the para position relative to the carboxylic acid and a methoxy group ortho to the acid, delivering enhanced solubility and electronic tuning. This combination enables efficient coupling in cross-coupling reactions and facilitates incorporation into bioactive scaffolds requiring halogenated aromatic motifs.

Application

4-Bromo-3-methoxybenzoic acid serves as a versatile building block in medicinal chemistry and materials synthesis, enabling efficient access to functionalized aromatic scaffolds. Its well-defined reactivity profile supports direct coupling reactions, including Suzuki-Miyaura and Buchwald-Hartwig transformations, due to the orthogonal functionality of the bromo and methoxy groups. The carboxylic acid facilitates derivatization via amide formation or esterification, offering robust handles for further structural elaboration. Bench-stable and readily purified by recrystallization, it is optimized for use in standard synthetic workflows requiring predictable transformation outcomes.

Synthesis

  • Route1

    References

    • Vergne, Fabrice; Ducrot, Pierre; Andrianjara, Charles; Bernardelli, Patrick; Lorthois, Edwige Patent: US2003/45557 A1, 2003 ;
  • Route2

    References

    • Nguyen, Thi-Huu; Chau, Nguyet Trang Thanh; Castanet, Anne-Sophie; Nguyen, Kim Phi Phung; Mortier, Jacques Organic Letters, 2005 , vol. 7, # 12 p. 2445 - 2448
  • Route3

    References

    • Mineno, Tomoko; Ueno, Tasuku; Urano, Yasuteru; Kojima, Hirotatsu; Nagano, Tetsuo Organic Letters, 2006 , vol. 8, # 26 p. 5963 - 5966

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   46.53
  • LogP   2.1559
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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