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Methyl 2-(3-fluoro-4-nitrophenyl)acetate

  • CAS No. 169339-41-7

  • Cat. No. CS-0149325
  • Molecule weight213.16
  • Purity≥98%
  • MDL No.MFCD16620330

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

Methyl 2-(3-fluoro-4-nitrophenyl)acetate|CS-0149325

Structure of 169339-41-7

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General Information

  • CAS No. 169339-41-7
  • Cat. No. CS-0149325
  • Purity ≥98%
  • MDL No. MFCD16620330
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈FNO₄
  • Molecular Weight 213.16
  • Synonym(s) Benzeneacetic acid, 3-fluoro-4-nitro-, methyl ester
  • SMILES O=C(OC)CC1=CC=C([N+]([O-])=O)C(F)=C1

Description

Methyl 2-(3-fluoro-4-nitrophenyl)acetate features a fluorinated aryl ring paired with a nitro group, enabling strong electron-withdrawing effects that enhance reactivity in cross-coupling and nucleophilic substitution processes. The ester functionality provides solubility in common organic solvents and facilitates downstream derivatization under standard conditions.

Application

Methyl 2-(3-fluoro-4-nitrophenyl)acetate serves as a versatile building block for nitroaryl-containing heterocycles and pharmaceutical intermediates. The ortho-fluoro and para-nitro groups enable sequential functionalization via palladium-catalyzed cross-coupling and in situ reduction, while the ester moiety supports hydrolysis or nucleophilic substitution. Bench-stable and compatible with standard synthetic workflows, it facilitates efficient access to bioactive scaffolds in medicinal chemistry.

Synthesis

  • Route1

    References

    • DIGITALBIOTECH CO., LTD. Patent: WO2005/3084 A1, 2005 ; Location in patent: Page 24; 71-72 ; WO 2005/003084 A1
  • Route2

    References

    • Zhu, Jieping; Beugelmans, Rene; Bourdet, Sebastien; Chastanet, Jacqueline; Roussi, George Journal of Organic Chemistry, 1995 , vol. 60, # 20 p. 6389 - 6396

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-H320-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   69.44
  • LogP   1.4494
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   3

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