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CS-W001157 4
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3-(3-Bromophenyl)oxetane

  • CAS No. 1044507-52-9

  • Cat. No. CS-0051763
  • Purity≥97%
  • MDL No.None

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

3-(3-Bromophenyl)oxetane|CS-0051763

Structure of 1044507-52-9

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General Information

  • CAS No. 1044507-52-9
  • Cat. No. CS-0051763
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉BrO
  • Molecular Weight 213.07
  • Synonym(s) None
  • SMILES BrC1=CC(=CC=C1)C1COC1

Description

3-(3-Bromophenyl)oxetane is a bench-stable, moisture-tolerant heterocyclic building block featuring a brominated aromatic ring fused to a strained oxetane core. This combination enables direct functionalization in late-stage diversification, particularly in cross-coupling and C–H activation processes. The electron-deficient bromine facilitates palladium-mediated transformations while the oxetane ring enhances solubility and metabolic stability in bioactive molecule design.

Application

3-(3-Bromophenyl)oxetane serves as a versatile building block for the synthesis of biologically active molecules, enabling efficient C–H functionalization and transition-metal-catalyzed coupling reactions. Its oxetane ring imparts enhanced metabolic stability and favorable physicochemical properties, while the ortho-bromo substituent facilitates palladium-catalyzed cross-coupling with broad functional group tolerance. The compound exhibits excellent bench stability and ease of purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and API development.

Synthesis

  • Route1

    References

    • Duncton, Matthew A. J.; Estiarte, M. Angels; Tan, Darlene; Kaub, Carl; O'Mahony, Donogh J. R.; Johnson, Russell J.; Cox, Matthew; Edwards, William T.; Wan, Min; Kincaid, John; Kelly, Michael G. Organic Letters, 2008 , vol. 10, # 15 p. 3259 - 3262

Safety Information

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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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   9.23
  • LogP   2.5629
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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