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CS-W001157 4
Total: USD 88.00

2-(tert-Butyl)benzoic acid

  • CAS No. 1077-58-3

  • Cat. No. CS-0130917
  • Purity≥98%
  • MDL No.None

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

2-(tert-Butyl)benzoic acid|CS-0130917

Structure of 1077-58-3

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General Information

  • CAS No. 1077-58-3
  • Cat. No. CS-0130917
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₄O₂
  • Molecular Weight 178.23
  • Synonym(s) 2-tert-Butylbenzoic acid
  • SMILES O=C(O)C1=CC=CC=C1C(C)(C)C

Description

2-(tert-Butyl)benzoic acid features a sterically hindered tert-butyl group ortho to the carboxylic acid, enhancing its metabolic stability and solubility in organic media. This structural arrangement promotes favorable handling characteristics and enables efficient incorporation into pharmaceutical intermediates and bioactive molecule scaffolds.

Application

2-(tert-Butyl)benzoic acid serves as a versatile building block in medicinal chemistry and materials science, offering enhanced lipophilicity and steric bulk due to the tert-butyl group. Its carboxylic acid functionality enables direct conversion to acyl chlorides, amides, or esters under standard conditions. The molecule exhibits good bench stability and facilitates efficient purification via recrystallization or chromatography, making it well-suited for iterative synthesis workflows.

Synthesis

  • Route1
    • null|null
      139287-30-2
    • ~69%
    • In-stock
      2-(tert-Butyl)benzoic acid|CS-0130917
      1077-58-3

    References

    • Beak, Peter; Kerrick, Shawn T.; Gallagher, Donald J. Journal of the American Chemical Society, 1993 , vol. 115, # 23 p. 10628 - 10636
  • Route2
    • null|null
      139287-38-0
    • ~96%
    • In-stock
      2-(tert-Butyl)benzoic acid|CS-0130917
      1077-58-3

    References

    • Phillion; Pratt Synthetic Communications, 1992 , vol. 22, # 1 p. 13 - 22
  • Route3
    • null|null
      594-19-4
    • In-stock
      2-Fluorobenzoic acid|CS-W019975
      445-29-4
    • ~47%
    • In-stock
      2-(tert-Butyl)benzoic acid|CS-0130917
      1077-58-3

    References

    • Feng, Yiqing; Wang, Yuji; Landgraf, Bradley; Liu, Shi; Chen, Gong Organic Letters, 2010 , vol. 12, # 15 p. 3414 - 3417

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   2.6823
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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