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CS-W001157 4
Total: USD 88.00

3-(bromomethyl)oxolane

  • CAS No. 165253-29-2

  • Cat. No. CS-W004268
  • Purity≥98%
  • MDL No.MFCD08234790

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

3-(bromomethyl)oxolane|CS-W004268

Structure of 165253-29-2

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General Information

  • CAS No. 165253-29-2
  • Cat. No. CS-W004268
  • Purity ≥98%
  • MDL No. MFCD08234790
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₉BrO
  • Molecular Weight 165.03
  • Synonym(s) Tetrahydro-3-furanylmethyl bromide
  • SMILES BrCC1COCC1

Description

3-(Bromomethyl)tetrahydrofuran is a reactive, bench-stable building block featuring a primary alkyl bromide tethered to a tetrahydrofuran ring. This functionalized heterocycle enables direct incorporation into synthetic pathways requiring electrophilic alkylation or chain extension. The bromomethyl group facilitates efficient coupling reactions under mild conditions, while the cyclic ether framework provides solubility and structural rigidity.

Application

3-(Bromomethyl)tetrahydrofuran serves as a versatile bifunctional building block, enabling efficient alkylation and coupling reactions in synthetic organic chemistry. The bromomethyl group exhibits high reactivity toward nucleophiles under mild conditions, while the tetrahydrofuran ring provides excellent solubility and stability. Its compatibility with various functional groups facilitates integration into complex molecular architectures, including heterocyclic scaffolds and pharmaceutical intermediates.

Synthesis

  • Route1
    • null|null
      184849-49-8
    • ~86%
    • In-stock
      3-(bromomethyl)oxolane|CS-W004268
      165253-29-2

    References

    • TARGACEPT, INC. Patent: WO2006/23630 A2, 2006 ; Location in patent: Page/Page column 39; 65 ;
  • Route2
    • 3-(chloromethyl)tetrahydrofuran|CS-W004267
      89181-22-6
    • ~%
    • In-stock
      3-(bromomethyl)oxolane|CS-W004268
      165253-29-2

    References

    • WO2008/101867 A1, ; Page/Page column 61 ;
  • Route3

    References

    • US5614527 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   9.23
  • LogP   1.4178
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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