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CS-W001157 4
Total: USD 88.00

1,3-Dibromo-2,2-dimethoxypropane

  • CAS No. 22094-18-4

  • Cat. No. CS-W005012
  • Purity≥98%
  • MDL No.MFCD00051792

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

1,3-Dibromo-2,2-dimethoxypropane|CS-W005012

Structure of 22094-18-4

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General Information

  • CAS No. 22094-18-4
  • Cat. No. CS-W005012
  • Purity ≥98%
  • MDL No. MFCD00051792
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₁₀Br₂O₂
  • Molecular Weight 261.94
  • Synonym(s) 1,3-Dibromoacetone Dimethyl Acetal
  • SMILES C(C(CBr)(OC)OC)Br

Description

1,3-Dibromo-2,2-dimethoxypropane delivers a robust difunctional bromination capability in organic synthesis. The geminal dimethoxy groups stabilize the adjacent carbon center, enhancing reactivity while maintaining bench stability. This reagent enables efficient α-bromination of carbonyl compounds and facilitates tandem substitution reactions under mild conditions.

Application

1,3-Dibromo-2,2-dimethoxypropane serves as a reliable dibrominating agent for enolizable carbonyl compounds and activated methylene groups, enabling efficient α,α′-dibromination under mild conditions. Its dimethoxy protection stabilizes the molecule against hydrolysis, enhancing bench stability and simplifying handling. The reagent exhibits high functional group tolerance and facilitates clean reaction profiles with minimal side products, making it particularly valuable in the synthesis of brominated intermediates for pharmaceutical and agrochemical applications.

Synthesis

  • Route1
    • null|null
      67-56-1
    • null|null
      67-64-1
    • ~31%
    • In-stock
      1,3-Dibromo-2,2-dimethoxypropane|CS-W005012
      22094-18-4

    References

    • Berthel, Steven Joseph; Kester, Robert Francis; Murphy, Douglas Eric; Prins, Thomas Jay; Ruebsam, Frank; Sarabu, Ramakanth; Tran, Chinh Viet; Vourloumis, Dionisios Patent: US2008/21032 A1, 2008 ; Location in patent: Page/Page column 83 ; US 20080021032 A1
  • Route2
    • null|null
      67-56-1
    • 3-Bromo-2-methoxyprop-1-ene|CS-0961640
      26562-24-3
    • ~%
    • In-stock
      1,3-Dibromo-2,2-dimethoxypropane|CS-W005012
      22094-18-4
    • null|null
      77416-08-1

    References

    • Journal of the American Chemical Society, , vol. 96, p. 4597 - 4603
  • Route3
    • null|null
      67-56-1
    • 1,3-Dibromopropan-2-one|CS-W020932
      816-39-7
    • ~%
    • In-stock
      1,3-Dibromo-2,2-dimethoxypropane|CS-W005012
      22094-18-4

    References

    • Chemische Berichte, , vol. 68, p. 1866 Anm.4

Safety Information

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GHS Pictogram : N/A
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Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

Quality Control

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Computational Chemistry Data

  • TPSA   18.46
  • LogP   1.7653
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   4

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