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Bis(4-tert-butyl-2,6-dimethylphenyl) disulfide

  • CAS No. 68819-90-9

  • Cat. No. CS-0145046
  • Purity≥97%
  • MDL No.None

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

Bis(4-tert-butyl-2,6-dimethylphenyl) disulfide|CS-0145046

Structure of 68819-90-9

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General Information

  • CAS No. 68819-90-9
  • Cat. No. CS-0145046
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₄H₃₄S₂
  • Molecular Weight 386.66
  • Synonym(s) 5-tert-butyl-2-[(4-tert-butyl-2,6-dimethylphenyl)disulfanyl]-1,3-dimethylbenzene
  • SMILES CC1=C(SSC2=C(C)C=C(C(C)(C)C)C=C2C)C(C)=CC(C(C)(C)C)=C1

Description

Bis(4-tert-butyl-2,6-dimethylphenyl) disulfide features two sterically shielded aryl groups linked by a disulfide bond, offering enhanced stability and controlled reactivity. This robust scaffold enables selective thiol-disulfide exchange in redox-active systems, serving as a reliable protecting group for thiols under mild conditions.

Application

Bis(4-tert-butyl-2,6-dimethylphenyl) disulfide serves as a stable, bench-friendly source of arylthio radicals and functions as a versatile sulfur transfer reagent in organic synthesis. Its sterically hindered structure enhances oxidative stability and facilitates clean desulfurization reactions, enabling selective thiolation or sulfur incorporation under mild conditions. The compound exhibits excellent functional group tolerance and is particularly useful in the construction of thioether linkages and heterocyclic scaffolds requiring controlled sulfur delivery.

Synthesis

  • Route1

    References

    • IM and T RESEARCH, INC. Patent: WO2008/13550 A1, 2008 ; Location in patent: Page/Page column 11 ;
  • Route2

    References

    • UBE INDUSTRIES, LTD. Patent: US2012/157716 A1, 2012 ; Location in patent: Page/Page column 3-4 ;
  • Route3
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      400656-18-0
    • ~%
    • In-stock
      Bis(4-tert-butyl-2,6-dimethylphenyl) disulfide|CS-0145046
      68819-90-9

    References

    • Barton,D.H.R. et al. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1978 , p. 1090 - 1100

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   0
  • LogP   8.31468
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   3

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