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CS-W001157 4
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Methyl 2-bromo-3,3-dimethoxypropanoate

  • CAS No. 191330-98-0

  • Cat. No. CS-0197831
  • Purity≥98%
  • MDL No.None

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

Methyl 2-bromo-3,3-dimethoxypropanoate|CS-0197831

Structure of 191330-98-0

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General Information

  • CAS No. 191330-98-0
  • Cat. No. CS-0197831
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₁BrO₄
  • Molecular Weight 227.05
  • Synonym(s) None
  • SMILES O=C(OC)C(Br)C(OC)OC

Description

Methyl 2-bromo-3,3-dimethoxypropanoate features a bromine-substituted carbon adjacent to a geminal dimethoxy group, enabling efficient C–C bond formation in cross-coupling reactions. The ester functionality offers solubility in common organic solvents and compatibility with palladium-catalyzed transformations under mild conditions. This reagent serves as a versatile synthon for constructing complex molecular architectures in synthetic organic chemistry.

Application

Methyl 2-bromo-3,3-dimethoxypropanoate serves as a versatile synthon for C–C bond formation and heterocycle synthesis. The α-bromoester functionality enables efficient Stetter, Reformatsky, and Negishi couplings, while the geminal dimethoxy group stabilizes adjacent carbanions and facilitates subsequent functionalization. Its bench-stable crystalline form simplifies handling and purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and natural product synthesis.

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 1760
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361-P405-P501

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Computational Chemistry Data

  • TPSA   44.76
  • LogP   0.5418
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   4

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