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CS-W001157 4
Total: USD 88.00

4-(6-Prop-2-enoyloxyhexoxy)benzoic acid

  • CAS No. 83883-26-5

  • Cat. No. CS-0059998
  • Purity≥95%
  • MDL No.None

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

4-(6-Prop-2-enoyloxyhexoxy)benzoic acid|CS-0059998

Structure of 83883-26-5

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General Information

  • CAS No. 83883-26-5
  • Cat. No. CS-0059998
  • Purity ≥95%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₂₀O₅
  • Molecular Weight 292.33
  • Synonym(s) 4-(6-acryloyloxyhexyloxy) benzoic acid
  • SMILES C=CC(=O)OCCCCCCOC1=CC=C(C=C1)C(=O)O

Description

This ester-functionalized benzoic acid integrates a hydrophobic prop-2-enoyloxyhexoxy side chain, enabling efficient conjugation in bioconjugation workflows. The pendant acrylate moiety facilitates click chemistry applications, while the carboxylic acid group provides a handle for coupling reactions under mild conditions.

Application

4-(6-Prop-2-enoyloxyhexoxy)benzoic acid serves as a versatile bifunctional building block, combining a carboxylic acid for conjugation or derivatization with a pendant allyloxy ether that enables selective transformations via radical or transition-metal-catalyzed reactions. The allyl group offers stability under standard conditions and facilitates orthogonal functionalization in complex synthesis. This structure supports efficient incorporation into polymeric systems and bioconjugates, with the ester linkage providing controlled hydrolysis profiles.

Synthesis

  • Route1
    • In-stock
      4-(6-Hydroxyhexyloxy)benzoic Acid|CS-0198762
      83883-25-4
    • null|null
      814-68-6
    • ~99%
    • In-stock
      4-(6-Prop-2-enoyloxyhexoxy)benzoic acid|CS-0059998
      83883-26-5

    References

    • HUNTSMAN ADVANCED MATERIALS (SWITZERLAND) GMBH Patent: WO2005/30696 A1, 2005 ; Location in patent: Page/Page column 11-12 ;
  • Route2
    • In-stock
      4-(6-Hydroxyhexyloxy)benzoic Acid|CS-0198762
      83883-25-4
    • null|null
      79-10-7
    • ~87%
    • In-stock
      4-(6-Prop-2-enoyloxyhexoxy)benzoic acid|CS-0059998
      83883-26-5

    References

    • Lacoudre, Nelly; Borgne, Alain le; Spassky, Nicolas; Vairon, Jean-Pierre; Barny, Pierre le; et al. Molecular Crystals and Liquid Crystals (1969-1991), 1988 , vol. 155, p. 113 - 128
  • Route3
    • 6-Hydroxyhexyl bromide|CS-0654104
      4286-55-9
    • ~%
    • In-stock
      4-(6-Prop-2-enoyloxyhexoxy)benzoic acid|CS-0059998
      83883-26-5

    References

    • Macromolecules, , vol. 36, # 24 p. 9060 - 9066

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   72.83
  • LogP   3.0532
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   10

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