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CS-W001157 4
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3-(Bromomethyl)cyclobutanone

  • CAS No. 463961-43-5

  • Cat. No. CS-0043859
  • Purity≥98%
  • MDL No.MFCD17170393

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

3-(Bromomethyl)cyclobutanone|CS-0043859

Structure of 463961-43-5

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General Information

  • CAS No. 463961-43-5
  • Cat. No. CS-0043859
  • Purity ≥98%
  • MDL No. MFCD17170393
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₇BrO
  • Molecular Weight 163.01
  • Synonym(s) 3-(bromomethyl)cyclobutan-1-one
  • SMILES O=C1CC(CBr)C1

Description

3-(Bromomethyl)cyclobutanone features a reactive bromomethyl group attached to a cyclobutanone ring, enabling direct functionalization in synthetic transformations. This strained ketone derivative supports efficient carbon–carbon bond formation and serves as a key intermediate in the construction of cyclic scaffolds for medicinal chemistry and natural product synthesis.

Application

3-(Bromomethyl)cyclobutanone serves as a versatile building block for constructing cyclobutane-containing scaffolds in medicinal chemistry and materials science. The bromomethyl group enables efficient functionalization via nucleophilic substitution, while the ketone moiety supports aldol condensations, enolate alkylations, and conjugate additions. Its bench-stable nature and compatibility with diverse reaction conditions facilitate straightforward incorporation into complex molecular architectures.

Synthesis

  • Route1
    • null|null
      545882-71-1
    • ~85%
    • In-stock
      3-(Bromomethyl)cyclobutanone|CS-0043859
      463961-43-5

    References

    • Kabalka, George W.; Yao, Min-Liang Journal of Organic Chemistry, 2004 , vol. 69, # 24 p. 8280 - 8286
  • Route2

    References

    • Rammeloo, Thomas; Stevens, Christian V.; De Kimpe, Norbert Journal of Organic Chemistry, 2002 , vol. 67, # 18 p. 6509 - 6513
  • Route3
    • null|null
      172324-66-2
    • ~%
    • In-stock
      3-(Bromomethyl)cyclobutanone|CS-0043859
      463961-43-5

    References

    • Kabalka, George W.; Yao, Min-Liang Journal of Organic Chemistry, 2004 , vol. 69, # 24 p. 8280 - 8286

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-H312-H332
Precautionary Statements : P260-P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P304+P341-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P363-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   1.3604
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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