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CS-W001157 4
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1-Bromo-2,2-dimethoxypropane

  • CAS No. 126-38-5

  • Cat. No. CS-0112295
  • Purity≥97%
  • MDL No.MFCD00000208

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

1-Bromo-2,2-dimethoxypropane|CS-0112295

Structure of 126-38-5

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General Information

  • CAS No. 126-38-5
  • Cat. No. CS-0112295
  • Purity ≥97%
  • MDL No. MFCD00000208
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₁₁BrO₂
  • Molecular Weight 183.04
  • Synonym(s) Bromoacetone dimethyl acetal
  • SMILES CC(OC)(OC)CBr

Description

1-Bromo-2,2-dimethoxypropane serves as a stable, bench-ready reagent for selective etherification and carbonyl protection. The geminal dimethoxy group enhances solubility and stability, while the bromide enables efficient substitution under mild conditions. This reagent integrates cleanly into synthetic sequences requiring controlled C–O bond formation.

Application

1-Bromo-2,2-dimethoxypropane serves as a reliable electrophilic brominating agent and a versatile building block in organic synthesis. Its dimethoxy group stabilizes the adjacent carbon, enhancing bench stability and enabling selective transformations. It functions effectively in nucleophilic substitution reactions, particularly for introducing bromoalkyl moieties under mild conditions. The molecule demonstrates good functional group tolerance and facilitates clean reactions with amines, thiols, and enolates, making it valuable for constructing complex intermediates in medicinal chemistry and process development workflows.

Synthesis

  • Route1
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      598-31-2
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      149-73-5
    • ~%
    • In-stock
      1-Bromo-2,2-dimethoxypropane|CS-0112295
      126-38-5

    References

    • Journal of Organic Chemistry, , vol. 37, # 4 p. 611 - 617
  • Route2
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      67-56-1
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      926-66-9
    • ~%
    • In-stock
      1-Bromo-2,2-dimethoxypropane|CS-0112295
      126-38-5

    References

    • Tetrahedron Letters, , p. 4055 - 4058
  • Route3
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      67-56-1
    • null|null
      77-76-9
    • ~%
    • In-stock
      1,3-Dibromo-2,2-dimethoxypropane|CS-W005012
      22094-18-4
    • In-stock
      1-Bromo-2,2-dimethoxypropane|CS-0112295
      126-38-5

    References

    • Synthetic Communications, , vol. 10, # 11 p. 821 - 826

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02,GHS07
Signal Word : Danger
UN#: 3271
Class : 3
Packing Group : Ⅲ
Hazard Statements : H225-H315-H319-H335
Precautionary Statements : P210-P233-P240-P241-P242-P243-P280-P303+P361+P353-P370+P378-P403+P235-P501

Quality Control

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Computational Chemistry Data

  • TPSA   18.46
  • LogP   1.3903
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   3

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