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CS-W001157 4
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tert-Butyl 16-bromohexadecanoate

  • CAS No. 865200-89-1

  • Cat. No. CS-0514169
  • Molecule weight391.43
  • Purity≥97%
  • MDL No.MFCD31728047

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

tert-Butyl 16-bromohexadecanoate|CS-0514169

Structure of 865200-89-1

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General Information

  • CAS No. 865200-89-1
  • Cat. No. CS-0514169
  • Purity ≥97%
  • MDL No. MFCD31728047
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₀H₃₉BrO₂
  • Molecular Weight 391.43
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)CCCCCCCCCCCCCCCBr

Description

tert-Butyl 16-bromohexadecanoate features a long aliphatic chain terminated by a bromo group and a sterically hindered tert-butyl ester. This combination enables controlled functionalization in polymer synthesis and lipid chemistry, where the bromide serves as a reactive handle for cross-coupling while the ester resists hydrolysis under standard conditions.

Application

tert-Butyl 16-bromohexadecanoate serves as a versatile long-chain alkylating agent, enabling efficient C–C bond formation via palladium-catalyzed cross-coupling reactions. The bromide functionality exhibits high reactivity in Suzuki, Stille, and Negishi couplings, while the tert-butyl ester provides bench stability and facilitates straightforward deprotection under mild acidic conditions. Its linear C16 spacer supports applications in lipid-based synthesis and macrocyclic scaffold construction.

Safety Information

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   7.1844
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   15

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