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CS-W001157 4
Total: USD 88.00

Methyl 5-bromopentanoate

  • CAS No. 5454-83-1

  • Cat. No. CS-W022866
  • Purity≥96%
  • MDL No.MFCD00000265

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

Methyl 5-bromopentanoate|CS-W022866

Structure of 5454-83-1

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General Information

  • CAS No. 5454-83-1
  • Cat. No. CS-W022866
  • Purity ≥96%
  • MDL No. MFCD00000265
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₁BrO₂
  • Molecular Weight 195.06
  • Synonym(s) None
  • SMILES O=C(OC)CCCCBr

Description

Methyl 5-bromopentanoate is a brominated ester featuring a linear five-carbon chain with a terminal bromine and methyl ester group. This functionalized building block enables efficient incorporation of halogenated motifs into synthetic intermediates, particularly in alkylation and cross-coupling sequences. The molecule exhibits favorable reactivity profiles under standard conditions and demonstrates stability during storage and handling.

Application

Methyl 5-bromopentanoate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to γ-bromocarboxylates and downstream heterocyclic scaffolds. Its bromide functionality facilitates nucleophilic substitution and transition-metal-catalyzed coupling reactions, while the ester group supports selective transformations. The compound exhibits good bench stability and is readily purified by distillation or column chromatography, making it well-suited for iterative synthesis workflows in medicinal chemistry and process development.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      5-Bromopentanoic acid|CS-W017172
      2067-33-6
    • ~86%
    • In-stock
      Methyl 5-bromopentanoate|CS-W022866
      5454-83-1

    References

    • Doussineau, Tristan; Durand, Jean-Olivier; Granier, Michel; Smaihi, Monique; Valtchev, Valentin Synlett, 2004 , # 10 p. 1735 - 1738
  • Route2
    • null|null
      67-56-1
    • In-stock
      5-Bromopentanoate ethyl ester|CS-W008658
      14660-52-7
    • ~82%
    • In-stock
      Methyl 5-bromopentanoate|CS-W022866
      5454-83-1

    References

    • Remme, Nicole; Koschek, Katharina; Schneider, Christoph Synlett, 2007 , # 3 p. 491 - 493
  • Route3
    • In-stock
      Tetrahydro-2H-pyran-2-one|CS-W013713
      542-28-9
    • null|null
      67-56-1
    • ~88%
    • In-stock
      Methyl 5-bromopentanoate|CS-W022866
      5454-83-1

    References

    • Wolfe, Saul; Wilson, Marie-Claire; Cheng, Ming-Huei; Shustov, Gennady V.; Akuche, Christiana I. Canadian Journal of Chemistry, 2003 , vol. 81, # 8 p. 937 - 960

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

Quality Control

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   1.7246
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   4

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