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CS-W001157 4
Total: USD 88.00

2-Bromo-6-(tert-butyl)phenol

  • CAS No. 23159-87-7

  • Cat. No. CS-0168209
  • Purity≥95%
  • MDL No.MFCD16996888

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

2-Bromo-6-(tert-butyl)phenol|CS-0168209

Structure of 23159-87-7

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General Information

  • CAS No. 23159-87-7
  • Cat. No. CS-0168209
  • Purity ≥95%
  • MDL No. MFCD16996888
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₃BrO
  • Molecular Weight None
  • Synonym(s) 2-Bromo-6-tert-butylphenol
  • SMILES OC1=C(C(C)(C)C)C=CC=C1Br

Description

2-Bromo-6-(tert-butyl)phenol features a sterically hindered tert-butyl group that enhances stability and solubility in organic media. The ortho-bromine substituent enables efficient coupling reactions, while the phenolic hydroxyl offers direct functionalization potential. This compound serves as a key building block in pharmaceutical intermediates and specialty polymers.

Application

2-Bromo-6-(tert-butyl)phenol serves as a valuable building block in medicinal chemistry and materials science, enabling efficient access to functionalized aromatic scaffolds. Its bromine substituent facilitates palladium-catalyzed cross-coupling reactions, while the sterically hindered tert-butyl group enhances stability and modulates electronic properties. The compound exhibits excellent bench stability and compatibility with diverse functional groups, simplifying purification and integration into multi-step syntheses.

Synthesis

  • Route1
    • null|null
      499235-29-9
    • ~93%
    • In-stock
      2-Bromo-6-(tert-butyl)phenol|CS-0168209
      23159-87-7

    References

    • Sankyo Agro Company, Limited Patent: EP1426365 A1, 2004 ; Location in patent: Page 191 ;
  • Route2
    • null|null
      88-18-6
    • ~98%
    • In-stock
      2-Bromo-6-(tert-butyl)phenol|CS-0168209
      23159-87-7

    References

    • Baguley, Tyler D.; Xu, Hai-Chao; Chatterjee, Manavi; Nairn, Angus C.; Lombroso, Paul J.; Ellman, Jonathan A. Journal of Medicinal Chemistry, 2013 , vol. 56, # 19 p. 7636 - 7650
  • Route3
    • null|null
      88-18-6
    • ~%
    • In-stock
      2-Bromo-6-(tert-butyl)phenol|CS-0168209
      23159-87-7
    • In-stock
      4-Bromo-2-(tert-butyl)phenol|CS-0130915
      10323-39-4

    References

    • Wischang, Diana; Hartung, Jens Tetrahedron, 2012 , vol. 68, # 46 p. 9456 - 9463

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

Quality Control

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Computational Chemistry Data

  • TPSA   20.23
  • LogP   3.4522
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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