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CS-W001157 4
Total: USD 88.00

1,4-Bis(dimethylsilyl)benzene

  • CAS No. 2488-01-9

  • Cat. No. CS-0006218
  • Purity≥98%
  • MDL No.MFCD00039790

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

1,4-Bis(dimethylsilyl)benzene|CS-0006218

Structure of 2488-01-9

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General Information

  • CAS No. 2488-01-9
  • Cat. No. CS-0006218
  • Purity ≥98%
  • MDL No. MFCD00039790
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₈Si₂
  • Molecular Weight 194.42
  • Synonym(s) 1,4-Phenylenebis(dimethylsilane)
  • SMILES C[SiH](C1=CC=C([SiH](C)C)C=C1)C

Description

1,4-Bis(dimethylsilyl)benzene features two dimethylsilyl groups at para positions on a benzene ring, delivering exceptional thermal and oxidative stability. This sterically shielded aryl scaffold enables reliable use in high-temperature synthetic transformations. The silyl moieties enhance solubility in nonpolar media and facilitate downstream functionalization via Si–C bond cleavage or transition-metal-catalyzed coupling reactions.

Application

1,4-Bis(dimethylsilyl)benzene serves as a robust silyl-protected aromatic building block, enabling selective functionalization at the para positions while maintaining stability under a range of reaction conditions. Its dual trimethylsilyl groups offer excellent protection against oxidation and nucleophilic attack, facilitating orthogonal transformations in complex molecule synthesis. The compound exhibits high bench stability, ease of purification, and compatibility with standard cross-coupling protocols, making it a valuable scaffold for the construction of substituted arenes and heterocyclic systems in medicinal chemistry and materials science.

Synthesis

  • Route1
    • null|null
      1066-35-9
    • In-stock
      1,4-Dibromobenzene|CS-0000003
      106-37-6
    • ~85%
    • In-stock
      1,4-Bis(dimethylsilyl)benzene|CS-0006218
      2488-01-9

    References

    • Plenio, Herbert Journal of Organometallic Chemistry, 1992 , vol. 435, # 1.2 p. 21 - 28
  • Route2
    • null|null
      1066-35-9
    • In-stock
      1,4-Dichlorobenzene|CS-0015284
      106-46-7
    • ~86%
    • In-stock
      1,4-Bis(dimethylsilyl)benzene|CS-0006218
      2488-01-9

    References

    • Nguyen, Binh T. Patent: US2003/233005 A1, 2003 ; Location in patent: Page 3 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H227-H302
Precautionary Statements : P210-P264-P270-P280-P330-P370+P378-P501

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Computational Chemistry Data

  • TPSA   0
  • LogP   1.074
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   2

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