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CS-W001157 4
Total: USD 88.00

(4-Bromophenoxy)(tert-butyl)dimethylsilane

  • CAS No. 67963-68-2

  • Cat. No. CS-W012214
  • Molecule weightNone
  • Purity≥96%
  • MDL No.MFCD00239382

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

(4-Bromophenoxy)(tert-butyl)dimethylsilane|CS-W012214

Structure of 67963-68-2

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General Information

  • CAS No. 67963-68-2
  • Cat. No. CS-W012214
  • Purity ≥96%
  • MDL No. MFCD00239382
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₉BrOSi
  • Molecular Weight None
  • Synonym(s) 4-Bromophenol tert-Butyldimethylsilyl Ether
  • SMILES CC(C)(C)[Si](C)(C)OC1=CC=C(Br)C=C1

Description

(4-Bromophenoxy)(tert-butyl)dimethylsilane features a brominated phenoxy group tethered to a bulky silyl moiety, enabling stable coupling in cross-coupling reactions. The tert-butyl dimethylsilyl protection enhances solubility and shelf stability while facilitating selective deprotection under mild conditions. This reagent streamlines access to functionalized aryl ethers in synthetic workflows.

Application

(4-Bromophenoxy)(tert-butyl)dimethylsilane serves as a stable, bench-ready silyl ether protecting group for phenolic alcohols. It enables selective deprotection under mild fluoride conditions while tolerating a range of functional groups. The brominated aryl moiety facilitates downstream cross-coupling reactions, making this reagent valuable in the synthesis of complex heterocycles and bioactive scaffolds via Pd-catalyzed transformations.

Synthesis

  • Route1
    • null|null
      106-41-2
    • null|null
      18162-48-6
    • ~98%
    • In-stock
      (4-Bromophenoxy)(tert-butyl)dimethylsilane|CS-W012214
      67963-68-2

    References

    • Journal of Chemical Research, Miniprint, , # 12 p. 3144 - 3177
  • Route2
    • null|null
      106-44-5
    • null|null
      18162-48-6
    • ~56%
    • In-stock
      (4-Bromophenoxy)(tert-butyl)dimethylsilane|CS-W012214
      67963-68-2

    References

    • US6706839 B1, ; Page column 15 ;
  • Route3
    • null|null
      106-41-2
    • null|null
      143422-89-3
    • ~93%
    • In-stock
      (4-Bromophenoxy)(tert-butyl)dimethylsilane|CS-W012214
      67963-68-2

    References

    • Tetrahedron Letters, , vol. 41, # 46 p. 8903 - 8906

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02,GHS07
Signal Word : Danger
UN#: 1993
Class : 3
Packing Group : Ⅱ
Hazard Statements : H225-H315-H319-H335
Precautionary Statements : P210-P233-P240-P241-P242-P243-P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P370+P378-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   9.23
  • LogP   4.8331
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   2

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