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CS-W001157 4
Total: USD 88.00

4-Prop-2-enoxybenzoic acid

  • CAS No. 27914-60-9

  • Cat. No. CS-0038333
  • Purity≥98%
  • MDL No.None

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

4-Prop-2-enoxybenzoic acid|CS-0038333

Structure of 27914-60-9

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General Information

  • CAS No. 27914-60-9
  • Cat. No. CS-0038333
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀O₃
  • Molecular Weight 178.19
  • Synonym(s) 4-(Allyloxy)benzoic acid
  • SMILES C=CCOC1=CC=C(C=C1)C(=O)O

Description

4-Prop-2-enoxybenzoic acid features a conjugated prop-2-enoxy group attached to the para position of a benzoic acid scaffold, enabling efficient integration into cross-coupling and esterification workflows. This electron-rich aryl ether delivers enhanced solubility in organic media and stability under standard bench conditions, facilitating direct use in synthetic transformations without preactivation.

Application

4-Prop-2-enoxybenzoic acid serves as a versatile building block for the synthesis of functionalized aromatic compounds, enabling efficient coupling reactions via its carboxylic acid and alkenyl ether functionalities. The pendant vinyl ether group facilitates Diels-Alder cycloadditions and radical cyclizations, while the ortho-substituted benzoic acid moiety supports derivatization through esterification or amide formation. Its bench-stable crystalline form simplifies handling and purification in multi-step syntheses.

Synthesis

  • Route1
    • 4-(Allyloxy)benzonitrile|CS-0211187
      33148-47-9
    • ~84%
    • In-stock
      4-Prop-2-enoxybenzoic acid|CS-0038333
      27914-60-9

    References

    • ALMIRALL, S.A.; GRIMA POVEDA, Pedro Manuel; AGUILAR IZQUIERDO, Nuria; MIR CEPEDA, Marta; CARRASCAL RIERA, Marta; TERRICABRAS BELART, Emma; GRACIA FERRER, Jordi; CASALS COLL, Gaspar Patent: WO2011/35900 A1, 2011 ; Location in patent: Page/Page column 59 ; WO 2011/035900 A1
  • Route2
    • Methyl 4-(prop-2-en-1-yloxy)benzoate|CS-0209272
      35750-24-4
    • ~49%
    • In-stock
      4-Prop-2-enoxybenzoic acid|CS-0038333
      27914-60-9

    References

    • Sumitomo Pharmaceuticals Company, Limited Patent: EP1479384 A1, 2004 ;
  • Route3
    • null|null
      106-95-6
    • 4-Hydroxybenzoic acid  Cetirizine Impurity|CS-0167040
      99-96-7
    • ~93%
    • In-stock
      4-Prop-2-enoxybenzoic acid|CS-0038333
      27914-60-9

    References

    • Liu, Pingli; Huang, Liang; Faul, Margaret M. Tetrahedron Letters, 2007 , vol. 48, # 41 p. 7380 - 7382

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
Precautionary Statements : P261-P280-P302+P352

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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