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Methyl 1-(4-bromophenyl)cyclopropane-1-carboxylate

  • CAS No. 638220-35-6

  • Cat. No. CS-0019800
  • Molecule weight255.11
  • Purity≥96%
  • MDL No.MFCD12913964

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

Methyl 1-(4-bromophenyl)cyclopropane-1-carboxylate|CS-0019800

Structure of 638220-35-6

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General Information

  • CAS No. 638220-35-6
  • Cat. No. CS-0019800
  • Purity ≥96%
  • MDL No. MFCD12913964
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₁BrO₂
  • Molecular Weight 255.11
  • Synonym(s) Methyl 1-(4-bromophenyl)cyclopropanecarboxylate
  • SMILES O=C(C1(C2=CC=C(Br)C=C2)CC1)OC

Description

Methyl 1-(4-bromophenyl)cyclopropane-1-carboxylate is a bench-stable cyclopropanecarboxylate derivative bearing a para-brominated phenyl group. This structure integrates a rigid cyclopropane ring with an electron-deficient aryl moiety, enabling efficient coupling reactions in synthetic pathways. The methyl ester facilitates downstream functionalization, while the bromine atom serves as a handle for cross-coupling transformations.

Application

Methyl 1-(4-bromophenyl)cyclopropane-1-carboxylate serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of biaryl and heterocyclic scaffolds via palladium-catalyzed cross-coupling reactions. The cyclopropyl carboxylate moiety provides structural rigidity and enhanced metabolic stability, while the pendant bromophenyl group offers high functional group tolerance and compatibility with standard coupling protocols. Its bench-stable nature and straightforward purification make it ideal for iterative synthesis in medicinal chemistry and process development workflows.

Safety Information

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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   2.6537
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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