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CS-W001157 4
Total: USD 88.00

(2-Amino-5-bromophenyl)methanol

  • CAS No. 20712-12-3

  • Cat. No. CS-W005467
  • Purity≥97%
  • MDL No.MFCD08234509

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

(2-Amino-5-bromophenyl)methanol|CS-W005467

Structure of 20712-12-3

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General Information

  • CAS No. 20712-12-3
  • Cat. No. CS-W005467
  • Purity ≥97%
  • MDL No. MFCD08234509
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈BrNO
  • Molecular Weight 202.05
  • Synonym(s) Benzenemethanol, 2-amino-5-bromo-
  • SMILES OCC1=CC(Br)=CC=C1N

Description

This bench-stable arylmethanol features a brominated aromatic ring and a primary alcohol group, enabling direct incorporation into cross-coupling reactions. The para-positioned amino substituent enhances reactivity in Suzuki-Miyaura processes, while the hydroxyl moiety offers a handle for derivatization.

Application

(2-Amino-5-bromophenyl)methanol serves as a versatile building block for the synthesis of brominated aniline derivatives and heterocyclic scaffolds. Its amino and hydroxymethyl groups enable sequential functionalization, with the amine facilitating electrophilic substitution and the alcohol supporting orthogonal protection or coupling reactions. The compound exhibits good bench stability and is compatible with standard purification techniques, making it well-suited for medicinal chemistry campaigns and process development workflows.

Synthesis

  • Route1

    References

    • He, Yong; Mahmud, Hossen; Wayland, Brian R; Dias, H.V.Rasika; Lovely, Carl J Tetrahedron Letters, 2002 , vol. 43, # 7 p. 1171 - 1174
  • Route2

    References

    • Jia, Min-Qiang; You, Shu-Li ACS Catalysis, 2013 , vol. 3, # 4 p. 622 - 624
  • Route3
    • null|null
      13292-87-0
    • In-stock
      5-Bromoanthranilic acid|CS-W009053
      5794-88-7
    • ~99%
    • In-stock
      (2-Amino-5-bromophenyl)methanol|CS-W005467
      20712-12-3

    References

    • Takeda Chemical Industries, Ltd. Patent: US6166006 A1, 2000 ; US 6166006 A

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

Quality Control

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Computational Chemistry Data

  • TPSA   46.25
  • LogP   1.5236
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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