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(5-METHOXY-2-NITRO-PHENYL)-ACETIC ACID

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(5-METHOXY-2-NITRO-PHENYL)-ACETIC ACID Basic information

Product Name:
(5-METHOXY-2-NITRO-PHENYL)-ACETIC ACID
Synonyms:
  • (5-METHOXY-2-NITRO-PHENYL)-ACETIC ACID
  • (5-Methoxy-2-nitro-phenyl)-acetic acid ,97%
  • Benzeneacetic acid, 5-Methoxy-2-nitro-
  • 5-Methoxy-2-nitrobenzeneacetic acid
  • 2-(5-methoxy-2-nitrophenyl)aceticaci
CAS:
20876-29-3
MF:
C9H9NO5
MW:
211.17
Mol File:
20876-29-3.mol
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(5-METHOXY-2-NITRO-PHENYL)-ACETIC ACID Chemical Properties

Melting point:
176 °C
Boiling point:
404.7±30.0 °C(Predicted)
Density 
1.382±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
pka
3.83±0.10(Predicted)
Appearance
White to off-white Solid
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(5-METHOXY-2-NITRO-PHENYL)-ACETIC ACID Usage And Synthesis

Synthesis Reference(s)

Journal of the American Chemical Society, 77, p. 670, 1955 DOI: 10.1021/ja01608a039

Synthesis

89302-15-8

20876-29-3

General procedure for the synthesis of 2-nitro-5-methoxyphenylacetic acid from 5-methoxy-2-nitrophenylacetonitrile: 1 equivalent of 5-methoxy-2-nitrophenylacetonitrile was dissolved in a mixture of acetic acid (AcOH) and concentrated hydrochloric acid (HCl) (1:5, v/v), and the reaction mixture was heated for 4 hr under reflux conditions. Upon completion of the reaction, the target product 2-nitro-5-methoxyphenylacetic acid was extracted with ethyl acetate and the organic phase was dried with anhydrous sodium sulfate (Na2SO4), followed by removal of solvent by rotary evaporator to give the product.

References

[1] Tetrahedron Letters, 2014, vol. 56, # 1, p. 89 - 94
[2] Bioorganic and Medicinal Chemistry, 2010, vol. 18, # 4, p. 1482 - 1496

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