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CS-W001157 4
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2-(4-Bromophenoxy)tetrahydro-2H-pyran

  • CAS No. 36603-49-3

  • Cat. No. CS-W020167
  • Molecule weight257.12
  • Purity≥98%
  • MDL No.MFCD00091551

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

2-(4-Bromophenoxy)tetrahydro-2H-pyran|CS-W020167

Structure of 36603-49-3

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General Information

  • CAS No. 36603-49-3
  • Cat. No. CS-W020167
  • Purity ≥98%
  • MDL No. MFCD00091551
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₃BrO₂
  • Molecular Weight 257.12
  • Synonym(s) p-Bromotetrahydro-2-(pyranyloxy)benzene
  • SMILES BrC1=CC=C(OC2CCCCO2)C=C1

Description

This tetrahydro-2H-pyran derivative features a 4-bromophenoxy substituent that enhances its utility in coupling reactions. The electron-deficient bromine facilitates transition-metal-catalyzed transformations, while the oxygenated heterocyclic core provides stability and solubility under standard conditions.

Application

2-(4-Bromophenoxy)tetrahydro-2H-pyran serves as a versatile building block for the synthesis of bioactive molecules, leveraging its stable tetrahydropyran core and ortho-brominated aromatic handle. The bromine substituent enables palladium-catalyzed cross-coupling reactions with high efficiency, while the ether linkage provides excellent functional group tolerance. This compound exhibits robust bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • null|null
      110-87-2
    • null|null
      106-41-2
    • ~99%
    • In-stock
      2-(4-Bromophenoxy)tetrahydro-2H-pyran|CS-W020167
      36603-49-3

    References

    • Allin, Steven M.; Barton, William R.S.; Russell Bowman; Bridge (nee Mann), Emma; Elsegood, Mark R.J.; McInally, Tom; McKee, Vickie Tetrahedron, 2008 , vol. 64, # 33 p. 7745 - 7758
  • Route2
    • null|null
      110-87-2
    • null|null
      106-41-2
    • In-stock
      Pyridine, 4-methylbenzenesulfonate|CS-D1126
      24057-28-1
    • ~%
    • In-stock
      2-(4-Bromophenoxy)tetrahydro-2H-pyran|CS-W020167
      36603-49-3

    References

    • US5668137 A1, ;

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   18.46
  • LogP   3.3545
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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