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CS-W001157 4
Total: USD 88.00

4-Bromobutanoic acid tert-butyl ester

  • CAS No. 110661-91-1

  • Cat. No. CS-W008626
  • Purity≥96%
  • MDL No.MFCD02179416

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

4-Bromobutanoic acid tert-butyl ester|CS-W008626

Structure of 110661-91-1

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General Information

  • CAS No. 110661-91-1
  • Cat. No. CS-W008626
  • Purity ≥96%
  • MDL No. MFCD02179416
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₅BrO₂
  • Molecular Weight 223.11
  • Synonym(s) tert-Butyl 4-Bromobutyrate
  • SMILES O=C(OC(C)(C)C)CCCBr

Description

4-Bromobutanoic acid tert-butyl ester features a brominated aliphatic chain terminating in a stable tert-butyl ester group. This moiety enables selective deprotection under mild acidic conditions while maintaining robustness during synthetic manipulations. The molecule integrates readily into diverse coupling reactions, serving as a key building block for functionalized polymers and bioconjugates.

Application

4-Bromobutanoic acid tert-butyl ester serves as a versatile building block for the synthesis of γ-butyrolactones and functionalized aliphatic chains. Its bromide functionality enables efficient Pd-catalyzed coupling reactions, while the tert-butyl ester provides stability and ease of purification. The molecule functions effectively in standard organic transformations, offering reliable access to diverse heterocyclic and bioactive scaffolds under mild reaction conditions.

Synthesis

  • Route1
    • In-stock
      4-Bromobutanoic acid|CS-W016047
      2623-87-2
    • null|null
      75-65-0
    • ~90%
    • In-stock
      4-Bromobutanoic acid tert-butyl ester|CS-W008626
      110661-91-1

    References

    • Patel, Ramesh N.; Goswami, Animesh; Chu, Linda; Donovan, Mary Jo; Nanduri, Venkata; Goldberg, Steven; Johnston, Robert; Siva, Prasad J.; Nielsen, Brent; Fan, Junying; He, WeiXuan; Shi, Zhongping; Wang, Kwok Y.; Eiring, Ronald; Cazzulino, Dana; Singh, Ambarish; Mueller, Richard Tetrahedron Asymmetry, 2004 , vol. 15, # 8 p. 1247 - 1258
  • Route2
    • In-stock
      4-Bromobutanoic acid|CS-W016047
      2623-87-2
    • null|null
      115-11-7
    • ~31%
    • In-stock
      4-Bromobutanoic acid tert-butyl ester|CS-W008626
      110661-91-1

    References

    • BOGER, Dale, L. Patent: WO2008/150492 A1, 2008 ; Location in patent: Page/Page column 81 ; WO 2008/150492 A1
  • Route3

    References

    • Machida, Shinnosuke; Kato, Nobuo; Harada, Kazuo; Ohkanda, Junko Journal of the American Chemical Society, 2011 , vol. 133, # 4 p. 958 - 963

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 1760
Class : 8
Packing Group : Ⅲ
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   2.5032
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   3

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