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CS-W001157 4
Total: USD 88.00

tert-Butyl 2-bromobenzoate

  • CAS No. 55666-42-7

  • Cat. No. CS-0041385
  • Molecule weight257.12
  • Purity≥98%
  • MDL No.MFCD00027950

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

tert-Butyl 2-bromobenzoate|CS-0041385

Structure of 55666-42-7

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General Information

  • CAS No. 55666-42-7
  • Cat. No. CS-0041385
  • Purity ≥98%
  • MDL No. MFCD00027950
  • 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-2-BROMOBENZOATE
  • SMILES O=C(OC(C)(C)C)C1=CC=CC=C1Br

Description

tert-Butyl 2-bromobenzoate features a brominated aromatic ring coupled to a sterically hindered tert-butyl ester, delivering enhanced stability and resistance to hydrolysis. This combination enables reliable use in transition metal-catalyzed cross-coupling reactions under standard conditions.

Application

tert-Butyl 2-bromobenzoate serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable aryl bromide functionality. The tert-butyl ester group provides excellent bench stability and facilitates straightforward deprotection under mild acidic conditions. Its compatibility with diverse reaction conditions makes it well-suited for the construction of biaryl scaffolds and functionalized heterocycles in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • null|null
      7154-66-7
    • null|null
      75-65-0
    • ~57%
    • In-stock
      tert-Butyl 2-bromobenzoate|CS-0041385
      55666-42-7

    References

    • Wrigglesworth, Joe W.; Cox, Brian; Lloyd-Jones, Guy C.; Booker-Milburn, Kevin I. Organic Letters, 2011 , vol. 13, # 19 p. 5326 - 5329
  • Route2
    • null|null
      75-65-0
    • In-stock
      2-Bromobenzoic acid|CS-W018527
      88-65-3
    • ~63%
    • In-stock
      tert-Butyl 2-bromobenzoate|CS-0041385
      55666-42-7

    References

    • RIPKA, Amy S.; SAUNDERS, Jeffrey O.; KAMENECKA, Theodore Mark; GRIFFIN, Patrick R. Patent: WO2013/78237 A1, 2013 ; Location in patent: Page/Page column 77 ;
  • Route3
    • null|null
      115-11-7
    • In-stock
      2-Bromobenzoic acid|CS-W018527
      88-65-3
    • ~%
    • In-stock
      tert-Butyl 2-bromobenzoate|CS-0041385
      55666-42-7

    References

    • Bulletin de la Societe Chimique de France, , p. 2985 - 2986

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

Quality Control

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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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