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CS-W001157 4
Total: USD 88.00

4-(Bromomethyl)tetrahydropyran

  • CAS No. 125552-89-8

  • Cat. No. CS-W003105
  • Purity≥96%
  • MDL No.MFCD03788561

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

4-(Bromomethyl)tetrahydropyran|CS-W003105

Structure of 125552-89-8

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General Information

  • CAS No. 125552-89-8
  • Cat. No. CS-W003105
  • Purity ≥96%
  • MDL No. MFCD03788561
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₁BrO
  • Molecular Weight 179.06
  • Synonym(s) 4-Bromomethyl-tetrahydro-pyran
  • SMILES BrCC1CCOCC1

Description

4-(Bromomethyl)tetrahydropyran is a versatile synthetic intermediate featuring a reactive bromomethyl group tethered to a tetrahydropyran ring. This configuration enables selective functionalization in complex molecule assembly, particularly in carbohydrate chemistry and medicinal scaffolding. The compound exhibits excellent stability under standard conditions and facilitates efficient coupling reactions through its electrophilic carbon center.

Application

4-(Bromomethyl)tetrahydropyran serves as a versatile bifunctional building block in synthetic organic chemistry, enabling efficient C–C and C–heteroatom bond formation. The bromomethyl group exhibits high reactivity in nucleophilic substitution reactions, while the tetrahydropyran ring provides metabolic stability and structural rigidity. This compound facilitates the construction of complex heterocyclic scaffolds and functionalized intermediates under mild conditions, with excellent bench stability and straightforward purification.

Synthesis

  • Route1
    • (Tetrahydro-2H-pyran-4-yl)methyl methanesulfonate|CS-0008715
      132291-95-3
    • ~78%
    • In-stock
      4-(Bromomethyl)tetrahydropyran|CS-W003105
      125552-89-8

    References

    • Targacept, Inc. Patent: US2004/220214 A1, 2004 ;
  • Route2
    • In-stock
      (Tetrahydro-2H-pyran-4-yl)methanol|CS-D1227
      14774-37-9
    • null|null
      558-13-4
    • ~%
    • In-stock
      4-(Bromomethyl)tetrahydropyran|CS-W003105
      125552-89-8

    References

    • US6326359 B1, ;
  • Route3

    References

    • Journal of the American Chemical Society, , vol. 115, # 18 p. 8401 - 8408

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3265
Class : 8
Packing Group : Ⅲ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P363-P405-P501

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Computational Chemistry Data

  • TPSA   9.23
  • LogP   1.8079
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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