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CS-W001157 4
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Ethyl 1-bromocyclopropanecarboxylate

  • CAS No. 89544-83-2

  • Cat. No. CS-W018973
  • Molecule weight193.04
  • Purity≥95%
  • MDL No.MFCD01314227

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

Ethyl 1-bromocyclopropanecarboxylate|CS-W018973

Structure of 89544-83-2

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General Information

  • CAS No. 89544-83-2
  • Cat. No. CS-W018973
  • Purity ≥95%
  • MDL No. MFCD01314227
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₉BrO₂
  • Molecular Weight 193.04
  • Synonym(s) Cyclopropanecarboxylic acid, 1-bromo-, ethyl ester
  • SMILES O=C(C1(Br)CC1)OCC

Description

Ethyl 1-bromocyclopropanecarboxylate features a strained cyclopropyl ring bearing a bromine atom and an ester group, enabling direct functionalization at the ring junction. This reactive scaffold facilitates transition-metal-catalyzed couplings and nucleophilic substitutions under mild conditions. The molecule’s high ring strain drives efficient transformations in synthetic sequences.

Application

Ethyl 1-bromocyclopropanecarboxylate serves as a versatile cyclopropyl building block in synthetic organic chemistry, enabling the construction of strained ring systems and bioactive scaffolds. Its bromine atom facilitates nucleophilic substitution and transition-metal-catalyzed coupling reactions, while the ester group supports selective reduction and functionalization. Bench-stable and compatible with standard purification protocols, it functions effectively in multistep synthesis for medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Barnier, Jean-Pierre; Rousseau, Gerard; Conia, Jean-Marie Synthesis, 1983 , # 11 p. 915 - 916

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
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   1.477
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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