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CS-W001157 4
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2-Phenoxyacetic anhydride

  • CAS No. 14316-61-1

  • Cat. No. CS-0020049
  • Molecule weightNone
  • Purity≥98%
  • MDL No.MFCD00059681

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

2-Phenoxyacetic anhydride|CS-0020049

Structure of 14316-61-1

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General Information

  • CAS No. 14316-61-1
  • Cat. No. CS-0020049
  • Purity ≥98%
  • MDL No. MFCD00059681
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₁₄O₅
  • Molecular Weight None
  • Synonym(s) Phenoxyacetic anhydride
  • SMILES O=C(OC(COC1=CC=CC=C1)=O)COC2=CC=CC=C2

Description

2-Phenoxyacetic anhydride delivers a reactive acylating agent for selective esterification of alcohols and phenols under mild conditions. The phenoxyacetyl moiety integrates readily into bioactive scaffolds, while the anhydride functionality enables efficient coupling without requiring additional catalysts. This bench-stable reagent simplifies synthesis workflows in pharmaceutical and agrochemical development.

Application

2-Phenoxyacetic anhydride serves as a versatile acylating agent for the selective introduction of the phenoxyacetyl group into organic molecules. It facilitates efficient amide and ester formation under mild conditions, exhibits good bench stability, and enables straightforward purification due to low volatility. Its reactivity profile supports robust functionalization in synthetic pathways involving amino acids, nucleophiles, and heterocyclic intermediates, making it a practical choice for building blocks in medicinal chemistry and agrochemical synthesis.

Synthesis

  • Route1

    References

    • Cabre-Castellvi, J.; Palomo-Coll, A.; Palomo-Coll, A.L. Synthesis, 1981 , # 8 p. 616 - 620
  • Route2
    • Sodium 2-phenoxyacetate|CS-W017521
      3598-16-1
    • null|null
      701-99-5
    • ~%
    • In-stock
      2-Phenoxyacetic anhydride|CS-0020049
      14316-61-1

    References

    • Tetrahedron Letters, , vol. 29, # 34 p. 4249 - 4252

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 : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   61.83
  • LogP   2.2142
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   6

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