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CS-W001157 4
Total: USD 88.00

3,3',5,5'-Tetra-tert-butyl-[1,1'-biphenyl]-2,2'-diol

  • CAS No. 6390-69-8

  • Cat. No. CS-0154922
  • Purity≥98%
  • MDL No.MFCD00085287

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

3,3',5,5'-Tetra-tert-butyl-[1,1'-biphenyl]-2,2'-diol|CS-0154922

Structure of 6390-69-8

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General Information

  • CAS No. 6390-69-8
  • Cat. No. CS-0154922
  • Purity ≥98%
  • MDL No. MFCD00085287
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₈H₄₂O₂
  • Molecular Weight 410.63
  • Synonym(s) N'-(1-ethylpiperidin-4-ylidene)biphenyl-4-carbohydrazide
  • SMILES CC(C)(C)C1=CC(=C(C(=C1)C(C)(C)C)O)C2=C(C(=CC(=C2)C(C)(C)C)C(C)(C)C)O

Description

This sterically encumbered biphenyl diol features four tert-butyl groups that confer exceptional solubility in organic media and enhance stability under oxidative conditions. The ortho-tert-butyl substitution prevents undesired aggregation, while the phenolic hydroxyls enable precise coordination in catalytic systems. Designed for use in asymmetric synthesis and redox-active ligand development.

Application

3,3',5,5'-Tetra-tert-butyl-[1,1'-biphenyl]-2,2'-diol serves as a sterically hindered, bench-stable biphenyl diol scaffold ideal for transition metal-catalyzed coupling reactions and ligand development. Its ortho-tert-butyl groups confer exceptional stability and solubility in organic media, enabling straightforward purification and compatibility with diverse functional groups. The phenolic hydroxyls facilitate selective derivatization and coordination to metals, making it a valuable building block in asymmetric catalysis and materials chemistry.

Synthesis

  • Route1

    References

    • Liao, Bei-Sih; Liu, Yi-Hung; Peng, Shei-Ming; Liu, Shiuh-Tzung Dalton Transactions, 2012 , vol. 41, # 4 p. 1158 - 1164
  • Route2
    • null|null
      78231-91-1
    • ~95%
    • In-stock
      3,3',5,5'-Tetra-tert-butyl-[1,1'-biphenyl]-2,2'-diol|CS-0154922
      6390-69-8

    References

    • Tashiro, Masashi; Yoshiya, Haruo; Fukata, Gouki Journal of Organic Chemistry, 1981 , vol. 46, # 19 p. 3784 - 3789
  • Route3
    • In-stock
      2,4-Di-tert-butylphenol|CS-W015305
      96-76-4
    • ~64%
    • In-stock
      3,3',5,5'-Tetra-tert-butyl-[1,1'-biphenyl]-2,2'-diol|CS-0154922
      6390-69-8
    • null|null
      65355-46-6

    References

    • Haack, Peter; Kaergel, Anne; Greco, Claudio; Dokic, Jadranka; Braun, Beatrice; Pfaff, Florian F.; Mebs, Stefan; Ray, Kallol; Limberg, Christian Journal of the American Chemical Society, 2013 , vol. 135, # 43 p. 16148 - 16160

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H413
Precautionary Statements : P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P363-P405-P501

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Computational Chemistry Data

  • TPSA   40.46
  • LogP   7.9548
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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