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CS-W001157 4
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(3-(Bromomethyl)oxetan-3-yl)methanol

  • CAS No. 22633-44-9

  • Cat. No. CS-W019428
  • Purity≥95%
  • MDL No.MFCD09800598

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

(3-(Bromomethyl)oxetan-3-yl)methanol|CS-W019428

Structure of 22633-44-9

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General Information

  • CAS No. 22633-44-9
  • Cat. No. CS-W019428
  • Purity ≥95%
  • MDL No. MFCD09800598
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₉BrO₂
  • Molecular Weight 181.03
  • Synonym(s) Oxetane, 3-bromomethyl-3-hydroxymethyl
  • SMILES OCC1(CBr)COC1

Description

This oxetane-based reagent features a bromomethyl group flanked by a hydroxymethyl moiety, enabling direct functionalization in late-stage synthesis. The strained oxetane ring enhances reactivity while maintaining bench-stable handling. It serves as a selective electrophilic anchor for nucleophilic displacement reactions, integrating cleanly into complex molecular architectures under mild conditions.

Application

(3-(Bromomethyl)oxetan-3-yl)methanol serves as a versatile bifunctional building block, enabling efficient incorporation of oxetane motifs into complex molecular architectures. The bromomethyl group facilitates SN2-type transformations, while the pendant hydroxyl supports orthogonal functionalization or protection. Its bench-stable nature and compatibility with standard coupling protocols make it well-suited for medicinal chemistry campaigns requiring rigid, polar heterocyclic scaffolds.

Synthesis

  • Route1

    References

    • Vigo, Daniele; Stasi, Luigi; Gagliardi, Stefania Tetrahedron Letters, 2011 , vol. 52, # 5 p. 565 - 567
  • Route2

    References

    • Environmental Science and Technology, , vol. 39, # 2 p. 505 - 512

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3265
Class : 8
Packing Group : Ⅲ
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   29.46
  • LogP   0.3902
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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