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Sodium 4,4'-(propane-2,2-diyl)diphenolate

  • CAS No. 2444-90-8

  • Cat. No. CS-0160937
  • Purity≥98%
  • MDL No.None

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

Sodium 4,4'-(propane-2,2-diyl)diphenolate|CS-0160937

Structure of 2444-90-8

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General Information

  • CAS No. 2444-90-8
  • Cat. No. CS-0160937
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₁₄Na₂O₂
  • Molecular Weight 272.25
  • Synonym(s) Phenol, 4,4'-(1-methylethylidene)bis-, disodium salt
  • SMILES CC(C1=CC=C([O-])C=C1)(C2=CC=C([O-])C=C2)C.[Na+].[Na+]

Description

Sodium 4,4'-(propane-2,2-diyl)diphenolate features a rigid, electron-rich biphenyl scaffold flanked by phenolate anions stabilized by sodium counterions. This bifunctional reagent serves as a robust nucleophile in C–C coupling reactions and facilitates the construction of conjugated architectures under mild conditions.

Application

Sodium 4,4'-(propane-2,2-diyl)diphenolate serves as a stable, bench-ready phenoxide source enabling efficient arylation reactions in nucleophilic aromatic substitution and transition-metal-catalyzed coupling processes. Its sterically hindered diphenol structure confers enhanced stability and reduced side reactivity, facilitating clean transformations and simplified purification in multistep syntheses. Functions effectively as a building block for functionalized aryl scaffolds in pharmaceutical and materials chemistry applications.

Synthesis

  • Route1

    References

    • CHANGCHUN INSTITUTE OF APPLIED CHEMISTRY Patent: US2005/272957 A1, 2005 ; Location in patent: Page/Page column 4 ;

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-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   46.12
  • LogP   -3.8323
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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