Polystyrene-linked-4-(1-((4-(hydroxymethyl)benzyl)oxy)ethyl)-2-methoxy-5-nitrophenol

Polystyrene-linked-4-(1-((4-(hydroxymethyl)benzyl)oxy)ethyl)-2-methoxy-5-nitrophenol

Polystyrene-linked-4-(1-((4-(hydroxymethyl)benzyl)oxy)ethyl)-2-methoxy-5-nitrophenol is a sophisticated polymer compound designed for applications in organic synthesis and materials science. Its structure combines a polystyrene backbone with functional groups that enhance its reactivity and utility.

Structural Features

• Polystyrene Backbone: Provides a stable, insoluble framework suitable for solid-phase reactions.
• Functional Groups:
  • Hydroxymethylbenzyl group: This moiety enhances the compound’s reactivity and provides opportunities for further chemical modifications.
  • Methoxy group: Contributes to solubility and can participate in various chemical reactions.
  • Nitrophenol moiety: The nitro group is electron-withdrawing, increasing the reactivity of the hydroxyl group, making it suitable for electrophilic substitutions and other transformations.

Key Properties

• Molecular Formula: C₁₃H₁₅N₁O₅
• Molecular Weight: Approximately 273.27 g/mol
• Reactivity: The presence of hydroxyl and nitro groups allows for diverse chemical transformations, including coupling reactions and derivatization.

Applications

• Solid-phase synthesis: Serves as a support for synthesizing peptides or small molecules, facilitating efficient purification and recovery.
• Catalyst support: Can immobilize catalysts for heterogeneous reactions due to its functionalized nature.
• Photochemical studies: The nitrophenol structure may be used in photolabile linkers for controlled release applications in biochemical research.

This compound exemplifies the integration of polymer chemistry with functional organic groups, providing a versatile platform for researchers in synthetic chemistry and materials science.

Citations:

1. https://www.science.gov/topicpages/b/benzyl+monohydrazone-3-hydrazine-+4-benzyl-6-phenyl.html
2. https://patents.google.com/patent/US7504413B2/en
3. https://epublications.marquette.edu/cgi/viewcontent.cgi?article=1193&context=chem_fac
4. https://www.sigmaaldrich.com/US/en/search/cross-linked-polystyrene?focus=products&page=1&perpage=30&sort=relevance&term=cross-linked+polystyrene&type=product
5. https://www.sigmaaldrich.com/US/en/search/Polymer-bound-Hydroxymethyl-polystyrene?focus=products&page=1&perpage=30&sort=relevance&term=Polymer-bound+%28Hydroxymethyl%29polystyrene&type=product
6. https://www.tcichemicals.com/MX/en/p/H0986
7. https://patents.google.com/patent/EP0682663B1/un
8. https://www.pharmacompass.com/active-pharmaceutical-ingredients/4-1r-2-6-2-2-6-dichlorobenzyl-oxy-ethoxy-hexyl-amino-1-hydroxyethyl-2-hydroxymethyl-phenol-triphenylacetate