(S)-(-)-5,5',6,6'-Tetramethyl-3,3'-di-tert-butyl-1,1'-biphenyl-2,2'-diol

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(S)-(-)-5,5',6,6'-Tetramethyl-3,3'-di-tert-butyl-1,1'-biphenyl-2,2'-diol Basic information
Reaction
Product Name:(S)-(-)-5,5',6,6'-Tetramethyl-3,3'-di-tert-butyl-1,1'-biphenyl-2,2'-diol
Synonyms:raceMic-5,5',6,6'-TetraMethyl-3,3'-di- t-butyl-1,1'-biphenyl-2,2'-diol rac-BIPHEN H2;5,5',6,6'-Tetramethyl-3,3'-di-tert-butyl-1,1'-biphenyl-2,2'-diol 97%;3,3'-Di-tert-butyl-5,5',6,6'-tetramethyl-[1,1'-biphenyl]-2,2'-diol;(S) BIPHEN H2;(S)-(-)-BIPHEN H2;(R) BIPHEN H2;(R)-(+)-BIPHEN H2;(S)-(-)-5,5',6,6'-TETRAMETHYL-3,3'-DI-T-BUTYL-1,1'-BIPHENYL-2,2'-DIOL
CAS:101203-31-0
MF:C24H34O2
MW:354.53
EINECS:
Product Categories:BIPHEN Series;Achiral Oxygen;Catalysis and Inorganic Chemistry;Chemical Synthesis;Other Ligands
Mol File:101203-31-0.mol
(S)-(-)-5,5',6,6'-Tetramethyl-3,3'-di-tert-butyl-1,1'-biphenyl-2,2'-diol Structure
(S)-(-)-5,5',6,6'-Tetramethyl-3,3'-di-tert-butyl-1,1'-biphenyl-2,2'-diol Chemical Properties
Melting point 170-174 °C
Boiling point 420.8±45.0 °C(Predicted)
density 1.012±0.06 g/cm3(Predicted)
storage temp. 2-8°C
pka10.95±0.50(Predicted)
form crystal
color white to off-white
InChI1S/C24H34O2/c1-13-11-17(23(5,6)7)21(25)19(15(13)3)20-16(4)14(2)12-18(22(20)26)24(8,9)10/h11-12,25-26H,1-10H3
InChIKeyNMVVBVMYPLMIOU-UHFFFAOYSA-N
SMILESCc1cc(c(O)c(c1C)-c2c(C)c(C)cc(c2O)C(C)(C)C)C(C)(C)C
Safety Information
Risk Statements 36/37/38
Safety Statements 26-36/37/39
WGK Germany 3
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
SigmaAldrich English
(S)-(-)-5,5',6,6'-Tetramethyl-3,3'-di-tert-butyl-1,1'-biphenyl-2,2'-diol Usage And Synthesis
ReactionUsed as a ligand backbone for metathesis catalysts.
 2. Used as a ligand backbone in catalytic asymmetric hydrogenation.
 3. Used as a ligand backbone for asymmetric hydroformylation of allyl cyanide.
 4. Used as a ligand backbone for phosphoramidite ligands in the asymmetric
 Rh-catalyzed [2+2+2] cycloaddition.
 5. Used as a ligand backbone for the ring-opening polymerization of cyclic esters.  Reactions of 101203-31-0
Uses
  • Cocatalyst in titanium-catalyzed intermolecular hydroamination

Reactant in preparation of:
  • Sulfonate phenol ligands via sulfonylation
  • Catalysts for asymmetric olefin hydroamination/cyclization reactions
  • Single site catalyst precursors for catalysis of ring-opening reactions
  • Biphen-Mo complex used for catalysis of enantioselective ring-closing metathesis
reaction suitabilityreagent type: ligand
(S)-(-)-5,5',6,6'-Tetramethyl-3,3'-di-tert-butyl-1,1'-biphenyl-2,2'-diol Preparation Products And Raw materials
Tag:(S)-(-)-5,5',6,6'-Tetramethyl-3,3'-di-tert-butyl-1,1'-biphenyl-2,2'-diol(101203-31-0) Related Product Information
(S)-(-)-5,5',6,6'-Tetramethyl-3,3'-di-tert-butyl-1,1'-biphenyl-2,2'-diol (R)-(-)-5,5',6,6',7,7',8,8'-Octahydro-3,3'-di-t-butyl-1,1'-bi-2-naphthol, dipotassium salt (S)-(-)-5,5',6,6'-Tetramethyl-3,3'-di-tert-butyl-1,1'-biphenyl-2,2'-diol (S)-(-)-5,5',6,6'-Tetramethyl-3,3'-di-tert-butyl-1,1'-biphenyl-2,2'-diol 3,3',5,5'-Tetramethylbiphenyl (R)SCHROCK-HOVEYDA CATALYST