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CS-W001157 4
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3-Bromo-2-methoxyphenol

  • CAS No. 88275-88-1

  • Cat. No. CS-0038237
  • Purity≥98%
  • MDL No.None

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

3-Bromo-2-methoxyphenol|CS-0038237

Structure of 88275-88-1

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General Information

  • CAS No. 88275-88-1
  • Cat. No. CS-0038237
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇BrO₂
  • Molecular Weight 203.03
  • Synonym(s) Phenol,3-bromo-2-methoxy
  • SMILES COC1=C(C=CC=C1O)Br

Description

3-Bromo-2-methoxyphenol offers a strategically positioned bromine atom adjacent to a phenolic hydroxyl group, enabling direct functionalization in cross-coupling reactions. The methoxy substituent enhances electron density at the ortho position, stabilizing intermediates and improving reactivity in palladium-catalyzed transformations. This bench-stable derivative serves as a key building block for bioactive molecules and advanced synthetic intermediates.

Application

3-Bromo-2-methoxyphenol serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted phenolic scaffolds. Its bromine atom facilitates palladium-catalyzed cross-coupling reactions, while the ortho-methoxy group provides directing capability and enhanced stability. The molecule exhibits good bench stability and is readily purified by column chromatography, making it well-suited for iterative synthetic workflows.

Synthesis

  • Route1

    References

    • The Upjohn Company Patent: US4401824 A1, 1983 ;
  • Route2
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      120-80-9
    • ~%
    • In-stock
      3-Bromo-2-methoxyphenol|CS-0038237
      88275-88-1

    References

    • Chittimalla, Santhosh Kumar; Bandi, Chennakesavulu; Putturu, Sireesha; Kuppusamy, Rajesh; Boellaard, Kevin Christopher; Tan, David Chu Aan; Lum, Demi Ming Jie European Journal of Organic Chemistry, 2014 , vol. 2014, # 12 p. 2565 - 2575
  • Route3
    • 2-(Methoxymethoxy)phenol|CS-0511334
      52702-30-4
    • ~%
    • In-stock
      3-Bromo-2-methoxyphenol|CS-0038237
      88275-88-1

    References

    • Chittimalla, Santhosh Kumar; Bandi, Chennakesavulu; Putturu, Sireesha; Kuppusamy, Rajesh; Boellaard, Kevin Christopher; Tan, David Chu Aan; Lum, Demi Ming Jie European Journal of Organic Chemistry, 2014 , vol. 2014, # 12 p. 2565 - 2575

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   29.46
  • LogP   2.1633
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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