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CS-W001157 4
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5-Bromopentanoate ethyl ester

  • CAS No. 14660-52-7

  • Cat. No. CS-W008658
  • Purity≥98%
  • MDL No.MFCD00000266

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

5-Bromopentanoate ethyl ester|CS-W008658

Structure of 14660-52-7

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General Information

  • CAS No. 14660-52-7
  • Cat. No. CS-W008658
  • Purity ≥98%
  • MDL No. MFCD00000266
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₃BrO₂
  • Molecular Weight 209.08
  • Synonym(s) Ethyl 5-bromovalerate
  • SMILES O=C(OCC)CCCCBr

Description

Ethyl 5-bromovalerate was used in the preparation of S(-Carboxypropyl)-DL-homocysteine and S(-Carboxybutyl)-DL-homocysteine. It was also used in the preparation of ethyl 5-azidovalerate.

Application

5-Bromopentanoate ethyl ester serves as a versatile alkylating agent and synthetic building block in organic synthesis, enabling efficient C–C bond formation via nucleophilic substitution. Its bromo functionality exhibits high reactivity with soft nucleophiles, facilitating the construction of carbon chains and heterocyclic scaffolds under mild conditions. The ethyl ester group provides compatibility with standard functional group manipulations, including hydrolysis and reduction, while offering excellent bench stability and straightforward purification by distillation or chromatography.

Synthesis

  • Route1
    • null|null
      64-17-5
    • In-stock
      5-Bromopentanoic acid|CS-W017172
      2067-33-6
    • ~96%
    • In-stock
      5-Bromopentanoate ethyl ester|CS-W008658
      14660-52-7

    References

    • Mirzoeva, Salida; Sawkar, Anu; Zasadzki, Magdalena; Guo, Ling; Velentza, Anastasia V.; Dunlap, Vincent; Bourguignonl, Jean-Jacques; Ramstrom, Helena; Haiech, Jacques; Van Eldik, Linda J.; Watterson Journal of Medicinal Chemistry, 2002 , vol. 45, # 3 p. 563 - 566
  • Route2

    References

    • EP748310 B1, ;
  • Route3

    References

    • Journal of Organic Chemistry, , vol. 45, # 16 p. 3215 - 3227

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   2.1147
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   5

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