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CS-W001157 4
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tert-Butyl 3-Bromobenzoate

  • CAS No. 69038-74-0

  • Cat. No. CS-M2538
  • Molecule weight257.12
  • Purity≥97%
  • MDL No.MFCD06657802

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

tert-Butyl 3-Bromobenzoate|CS-M2538

Structure of 69038-74-0

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General Information

  • CAS No. 69038-74-0
  • Cat. No. CS-M2538
  • Purity ≥97%
  • MDL No. MFCD06657802
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₃BrO₂
  • Molecular Weight 257.12
  • Synonym(s) TERT-BUTYL-3-BROMOBENZOATE
  • SMILES O=C(C1=CC(Br)=CC=C1)OC(C)(C)C

Description

tert-Butyl 3-bromobenzoate features a brominated aromatic ring coupled with a sterically hindered tert-butyl ester, enabling robust stability and compatibility in cross-coupling reactions. This combination facilitates efficient C–C bond formation under standard conditions, delivering high functional group tolerance and predictable regiochemistry.

Application

tert-Butyl 3-Bromobenzoate serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions such as Suzuki and Stille couplings. The bromo group provides high reactivity under standard conditions, while the tert-butyl ester offers excellent bench stability and facile deprotection via mild acidic conditions. Its functional group tolerance and predictable reactivity make it ideal for constructing complex aromatic scaffolds in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Arredondo, Juan D.; Li, Hongmei; Balsells, Jaume Organic Syntheses, 2012 , vol. 89, p. 460 - 470
  • Route2

    References

    • US6518267 B1, ; US 6518267 B1
  • Route3
    • In-stock
      3-Bromobenzoyl chloride|CS-0008227
      1711-09-7
    • null|null
      1907-33-1
    • ~58%
    • In-stock
      tert-Butyl 3-Bromobenzoate|CS-M2538
      69038-74-0

    References

    • Wolfe, John P.; Buchwald, Stephen L. Journal of Organic Chemistry, 2000 , vol. 65, # 4 p. 1144 - 1157

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

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   3.4044
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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