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CS-W001157 4
Total: USD 88.00

Methyl 2-(4-formylphenyl)acetate

  • CAS No. 96524-70-8

  • Cat. No. CS-W019639
  • Molecule weight178.19
  • Purity≥95%
  • MDL No.MFCD17018734

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

Methyl 2-(4-formylphenyl)acetate|CS-W019639

Structure of 96524-70-8

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General Information

  • CAS No. 96524-70-8
  • Cat. No. CS-W019639
  • Purity ≥95%
  • MDL No. MFCD17018734
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀O₃
  • Molecular Weight 178.19
  • Synonym(s) None
  • SMILES O=CC1=CC=C(C=C1)CC(=O)OC

Description

Methyl 2-(4-formylphenyl)acetate features a conjugated aldehyde and ester functional group array, enabling direct incorporation into Ullmann coupling and aldol-type transformations. This bench-stable reagent facilitates efficient access to substituted stilbenes and aromatic ketones under mild conditions.

Application

Methyl 2-(4-formylphenyl)acetate serves as a versatile synthetic intermediate for constructing functionalized aromatic scaffolds. The ortho-acetate functionality enables facile derivatization via Grignard additions, nucleophilic conjugate additions, and aldol-type condensations. Its formyl group supports standard transformations including reductive amination and oxime formation, while the methyl ester permits selective reduction or hydrolysis. Bench-stable and amenable to purification by distillation or flash chromatography, it functions effectively in multi-step syntheses of bioactive heterocycles and pharmaceutical precursors.

Synthesis

  • Route1

    References

    • Le Bourdonnec, Bertrand; Ajello, Christopher William; Dolle, Roland E. Patent: US2004/254156 A1, 2004 ; Location in patent: Page 22 ;
  • Route2

    References

    • Dainippon Sumitomo Pharma Co., Ltd.; AstraZeneca AB Patent: EP1939199 A1, 2008 ; Location in patent: Page/Page column 97 ;
  • Route3

    References

    • Farhadi, Saeid; Zaringhadam, Parisa; Sahamieh, Reza Zarei Tetrahedron Letters, 2006 , vol. 47, # 12 p. 1965 - 1968

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   43.37
  • LogP   1.2146
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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