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CS-W001157 4
Total: USD 88.00

3,3',5,5'-Tetramethyl-2,2'-biphenol

  • CAS No. 26567-10-2

  • Cat. No. CS-0106526
  • Purity≥98%
  • MDL No.MFCD00854202

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

3,3',5,5'-Tetramethyl-2,2'-biphenol|CS-0106526

Structure of 26567-10-2

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General Information

  • CAS No. 26567-10-2
  • Cat. No. CS-0106526
  • Purity ≥98%
  • MDL No. MFCD00854202
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₁₈O₂
  • Molecular Weight None
  • Synonym(s) 3,3',5,5'-Tetramethyl-1,1'-biphenyl-2,2'-diol
  • SMILES OC1=C(C2=CC(C)=CC(C)=C2O)C=C(C)C=C1C

Description

3,3',5,5'-Tetramethyl-2,2'-biphenol features a sterically hindered biphenyl scaffold with methyl groups at key ortho positions, enhancing stability and reducing unwanted side reactions. This bench-stable phenolic compound integrates readily into oxidation-sensitive transformations and serves as a robust ligand in catalytic systems requiring electron-rich, protected aromatic frameworks.

Application

3,3',5,5'-Tetramethyl-2,2'-biphenol serves as a sterically hindered phenolic building block for the synthesis of functionalized biphenyl scaffolds. Its methyl substituents enhance bench stability and solubility while enabling selective functionalization at the 2,2′-positions. The compound functions effectively in Ullmann-type coupling reactions and serves as a key intermediate in the construction of chiral ligands and advanced materials.

Synthesis

  • Route1
    • null|null
      105-67-9
    • ~73%
    • In-stock
      3,3',5,5'-Tetramethyl-2,2'-biphenol|CS-0106526
      26567-10-2

    References

    • Neelamegam, Ramesh; Palatnik, Matthew T.; Fraser-Rini, James; Slifstein, Mark; Abi-Dargham, Anissa; Easwaramoorthy, Balu Tetrahedron Letters, 2010 , vol. 51, # 18 p. 2497 - 2499
  • Route2
    • null|null
      98-88-4
    • null|null
      105-67-9
    • ~%
    • (2-Hydroxy-3,5-dimethylphenyl)(phenyl)methanone|CS-0353707
      16762-34-8
    • In-stock
      3,3',5,5'-Tetramethyl-2,2'-biphenol|CS-0106526
      26567-10-2

    References

    • Dean, Francis M.; Herbin, G. Antonio; Matkin, David A.; Price, Anthony W.; Robinson, Malcolm L. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980 , p. 1986 - 1993
  • Route3

    References

    • Huddle, Penelope A.; Perold, Guido W. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980 , p. 2617 - 2625

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H319
Precautionary Statements : P264-P280-P305+P351+P338-P337+P313

Quality Control

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Computational Chemistry Data

  • TPSA   40.46
  • LogP   3.99848
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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