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CS-W001157 4
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tert-Butyl 6-bromohexanoate

  • CAS No. 65868-63-5

  • Cat. No. CS-0062724
  • Purity≥96%
  • MDL No.MFCD00457120

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

tert-Butyl 6-bromohexanoate|CS-0062724

Structure of 65868-63-5

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General Information

  • CAS No. 65868-63-5
  • Cat. No. CS-0062724
  • Purity ≥96%
  • MDL No. MFCD00457120
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₉BrO₂
  • Molecular Weight 251.16
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)CCCCCBr

Description

tert-Butyl 6-bromohexanoate features a brominated aliphatic chain tethered to a robust tert-butyl ester group, enabling seamless incorporation into cross-coupling reactions. The pendant bromide serves as a high-reactivity handle for palladium-catalyzed transformations, while the ester moiety offers stability and ease of manipulation under standard bench conditions.

Application

tert-Butyl 6-bromohexanoate serves as a versatile bromoester building block for nucleophilic substitution and transition-metal-catalyzed coupling reactions. Its tert-butyl ester group provides excellent stability and ease of removal under mild acidic conditions, while the terminal bromide enables efficient functionalization via Stille, Suzuki-Miyaura, or Negishi couplings. The aliphatic chain offers flexibility in constructing diverse alkylated scaffolds relevant to medicinal chemistry and polymer synthesis.

Synthesis

  • Route1
    • In-stock
      6-Bromohexanoic acid|CS-W007559
      4224-70-8
    • null|null
      115-11-7
    • ~95%
    • In-stock
      tert-Butyl 6-bromohexanoate|CS-0062724
      65868-63-5

    References

    • Spande, Thomas F. Journal of Organic Chemistry, 1980 , vol. 45, # 15 p. 3081 - 3084
  • Route2

    References

    • Galderma Research and Development S.N.C. Patent: US6632963 B1, 2003 ; Location in patent: Page/Page column 27 ;
  • Route3
    • In-stock
      6-Bromohexanoyl Chloride|CS-0621947
      22809-37-6
    • null|null
      75-65-0
    • ~78%
    • In-stock
      tert-Butyl 6-bromohexanoate|CS-0062724
      65868-63-5

    References

    • Shreder, Kevin Journal of the American Chemical Society, 1996 , vol. 118, # 13 p. 3192 - 3201

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-P302+P352-P304+P340

Quality Control

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   3.2834
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   5

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