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CS-W001157 4
Total: USD 88.00

2-(Prop-2-en-1-yloxy)benzoic acid

  • CAS No. 59086-52-1

  • Cat. No. CS-0245848
  • Purity≥98%
  • MDL No.None

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

2-(Prop-2-en-1-yloxy)benzoic acid|CS-0245848

Structure of 59086-52-1

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General Information

  • CAS No. 59086-52-1
  • Cat. No. CS-0245848
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀O₃
  • Molecular Weight 178.18
  • Synonym(s) Benzoic acid, 2-(2-propen-1-yloxy)-
  • SMILES C=CCOC1=CC=CC=C1C(=O)O

Description

This acrylate-functional benzoic acid integrates a reactive alkenyl ether moiety for conjugation chemistries. The prop-2-en-1-yloxy group enables efficient Michael additions and radical coupling reactions under mild conditions, while the carboxylic acid facilitates derivatization or metal coordination. Bench-stable and moisture-tolerant, it serves as a modular building block in polymer synthesis and bioconjugation workflows.

Application

2-(Prop-2-en-1-yloxy)benzoic acid serves as a versatile building block in synthetic organic chemistry, enabling efficient installation of allyl ether functionalities under mild conditions. Its benzoic acid moiety provides a handle for derivatization via esterification or amidation, while the allyloxy group participates reliably in Pd-catalyzed coupling reactions and post-functionalization transformations. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for use in medicinal chemistry campaigns and heterocycle synthesis.

Synthesis

  • Route1
    • Methyl 2-(allyloxy)benzoate|CS-0967784
      6282-42-4
    • ~96%
    • In-stock
      2-(Prop-2-en-1-yloxy)benzoic acid|CS-0245848
      59086-52-1

    References

    • Shimizu, Tomio; Hayashi, Yoshiyuki; Nagano, Yoshio; Teramura, Kazuhiro Bulletin of the Chemical Society of Japan, 1980 , vol. 53, # 2 p. 429 - 434
  • Route2
    • null|null
      89844-08-6
    • ~99%
    • In-stock
      2-(Prop-2-en-1-yloxy)benzoic acid|CS-0245848
      59086-52-1

    References

    • Perchyonok, V. Tamara; Ryan, Sarah J.; Langford, Steven J.; Hearn, Milton T.; Tuck, Kellie L. Synlett, 2008 , # 8 p. 1233 - 1235
  • Route3
    • null|null
      106-95-6
    • Salicylic acid, ≥99%|CS-1268363
      69-72-7
    • ~96%
    • In-stock
      2-(Prop-2-en-1-yloxy)benzoic acid|CS-0245848
      59086-52-1

    References

    • Pandey, Jyoti; Mishra, Mridul; Bisht, Surendra Singh; Sharma, Anindra; Tripathi, Rama P. Tetrahedron Letters, 2008 , vol. 49, # 4 p. 695 - 698

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+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   46.53
  • LogP   1.9496
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   4

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