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CS-W001157 4
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2-Bromo-3-methoxyaniline

  • CAS No. 112970-44-2

  • Cat. No. CS-W021602
  • Purity≥95%
  • MDL No.MFCD07787450

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

2-Bromo-3-methoxyaniline|CS-W021602

Structure of 112970-44-2

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General Information

  • CAS No. 112970-44-2
  • Cat. No. CS-W021602
  • Purity ≥95%
  • MDL No. MFCD07787450
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈BrNO
  • Molecular Weight 202.05
  • Synonym(s) 2-bromo-3-methoxybenzenamine
  • SMILES NC1=CC=CC(OC)=C1Br

Description

2-Bromo-3-methoxyaniline features a bromine substituent at the ortho position relative to the amino group and a methoxy group at the adjacent meta site, delivering enhanced electronic modulation and steric control. This dual-functionalized aniline integrates readily into cross-coupling reactions and serves as a key intermediate in the synthesis of bioactive heterocycles and functional dyes under standard conditions.

Application

2-Bromo-3-methoxyaniline serves as a versatile building block in the synthesis of functionalized heterocycles and bioactive molecules. Its bromo group enables palladium-catalyzed coupling reactions, while the ortho-methoxy substituent provides steric and electronic modulation. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Pettersson, Martin Youngjin; Johnson, Douglas Scott; Subramanyam, Chakrapani; O'Donnell, Christopher John; Ende, Christopher William Am; Fish, Benjamin Adam; Green, Michael Eric; Mullins, Patrick Bradley; Stiff, Cory Michael; Tran, Tuan Phong; Navaratnam, Thayalan Patent: US2012/252758 A1, 2012 ; Location in patent: Page/Page column 27 ;
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    • In-stock
      2-Bromo-3-methoxyaniline|CS-W021602
      112970-44-2

    References

    • Journal of the American Chemical Society, , vol. 126, # 4 p. 1150 - 1160
  • Route3

    References

    • Journal of Medicinal Chemistry, , vol. 49, # 17 p. 5352 - 5362

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   35.25
  • LogP   2.0399
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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