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CS-W001157 4
Total: USD 88.00

4-(4-Bromophenoxy)tetrahydro-2H-pyran

  • CAS No. 215453-84-2

  • Cat. No. CS-0207931
  • Molecule weight257.12
  • Purity≥97%
  • MDL No.MFCD11855868

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

4-(4-Bromophenoxy)tetrahydro-2H-pyran|CS-0207931

Structure of 215453-84-2

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General Information

  • CAS No. 215453-84-2
  • Cat. No. CS-0207931
  • Purity ≥97%
  • MDL No. MFCD11855868
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₃BrO₂
  • Molecular Weight 257.12
  • Synonym(s) 4-(4-bromophenoxy)oxane
  • SMILES C1=C(C=CC(=C1)OC2CCOCC2)Br

Description

4-(4-Bromophenoxy)tetrahydro-2H-pyran features a brominated aromatic ether linked to a tetrahydropyran ring, offering a stable, moisture-tolerant scaffold for synthetic diversification. This robust building block integrates readily into complex molecular architectures via cross-coupling or nucleophilic substitution reactions under standard conditions.

Application

4-(4-Bromophenoxy)tetrahydro-2H-pyran serves as a versatile building block for medicinal chemistry and materials synthesis, offering a stable ether-linked aryl moiety with a functional bromide for further diversification via cross-coupling reactions. Its tetrahydropyran ring provides favorable solubility and metabolic stability, while the bromo group enables reliable Suzuki, Stille, or Negishi transformations under standard conditions. This compound facilitates efficient access to complex heterocyclic scaffolds and functionalized aromatic systems in multi-step syntheses.

Synthesis

  • Route1
    • In-stock
      Tetrahydro-2H-pyran-4-ol|CS-W004264
      2081-44-9
    • null|null
      106-41-2
    • ~85%
    • In-stock
      4-(4-Bromophenoxy)tetrahydro-2H-pyran|CS-0207931
      215453-84-2

    References

    • Manivel, Pitchai; Rai, Neithnadka Premsai; Jayashankara, Vaderapura Puttaramegowda; Arunachalam, Pirama Nayagam Tetrahedron Letters, 2007 , vol. 48, # 15 p. 2701 - 2705
  • Route2
    • In-stock
      Tetrahydro-2H-pyran-4-ol|CS-W004264
      2081-44-9
    • null|null
      4143-61-7
    • null|null
      106-41-2
    • ~%
    • In-stock
      4-(4-Bromophenoxy)tetrahydro-2H-pyran|CS-0207931
      215453-84-2

    References

    • Akzo Nobel N.V. Patent: US6194409 B1, 2001 ;
  • Route3
    • In-stock
      Tetrahydro-2H-pyran-4-ol|CS-W004264
      2081-44-9
    • null|null
      106-41-2
    • null|null
      60-29-7
    • null|null
      1972-28-7
    • ~%
    • In-stock
      4-(4-Bromophenoxy)tetrahydro-2H-pyran|CS-0207931
      215453-84-2

    References

    • Takeda Chemical Industries, Ltd. Patent: US6235771 B1, 2001 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

Quality Control

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Computational Chemistry Data

  • TPSA   18.46
  • LogP   3.0069
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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