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CS-W001157 4
Total: USD 88.00

(R)-3,3'-Di-tert-butyl-5,5',6,6'-tetramethylbiphenyl-2,2'-diol

  • CAS No. 329735-68-4

  • Cat. No. CS-0086793
  • Purity≥97%
  • MDL No.None

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

(R)-3,3'-Di-tert-butyl-5,5',6,6'-tetramethylbiphenyl-2,2'-diol|CS-0086793

Structure of 329735-68-4

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General Information

  • CAS No. 329735-68-4
  • Cat. No. CS-0086793
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₄H₃₄O₂
  • Molecular Weight 354.53
  • Synonym(s) R-3,3'-Di-tert-butyl-5,5',6,6'-tetraMethylbiphenyl-2,2'-diol
  • SMILES OC1=C(C2=C(C)C(C)=CC(C(C)(C)C)=C2O)C(C)=C(C)C=C1C(C)(C)C

Description

This sterically encumbered biphenyl diol features two electron-rich phenolic rings flanked by bulky tert-butyl and methyl groups, conferring exceptional stability and resistance to oxidation. The ortho-substituted architecture enables robust chelation in asymmetric catalysis, while its bench-stable nature simplifies handling in air-sensitive transformations.

Application

(R)-3,3'-Di-tert-butyl-5,5',6,6'-tetramethylbiphenyl-2,2'-diol serves as a sterically hindered, bench-stable chiral ligand scaffold that enables asymmetric catalysis in transition-metal-mediated transformations. Its ortho-diaryl diol framework provides robust coordination sites for palladium and nickel complexes, facilitating C–C coupling reactions with high enantioselectivity. The extensive tert-butyl and methyl substitution enhances solubility and stability while minimizing unwanted side reactions, making it well-suited for iterative synthetic workflows requiring functional group tolerance and reproducible stereocontrol.

Safety Information

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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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   40.46
  • LogP   6.59348
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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