2-IODO-5-NITROANISOLE Chemical Properties

Melting point:

128-130°C

Boiling point:

341.2±32.0 °C(Predicted)

Density 

1.893±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

Appearance

White to light brown Solid

CAS DataBase Reference

5458-84-4(CAS DataBase Reference)

Safety Information

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

HS Code 

29093090

2-IODO-5-NITROANISOLE Usage And Synthesis

Uses

2-Iodo-5-nitrobenzyl ether is a useful research chemical for organic synthesis and other chemical processes.

Synthesis

General procedure for the synthesis of 2-iodo-5-nitroanisole from 2-methoxy-4-nitroaniline: Potassium iodide (5.0 mmol) and sodium nitrite (3.0 mmol) were sequentially added to an acetic acid solution (30 mL) containing 2-methoxy-4-nitroaniline (2.5 mmol) and camphorsulphonic acid (3.0 mmol) at room temperature. The reaction mixture was stirred continuously for 24 h, during which nitrogen release was observed. Upon completion of the reaction, the reaction endpoint was confirmed by β-naphthol test and thin layer chromatography (TLC), followed by removal of solvent using a rotary evaporator. The resulting solid was washed with water and extracted with dichloromethane (CH2Cl2). The extract was dried over anhydrous magnesium sulfate (MgSO4) and concentrated under reduced pressure to remove the solvent. Finally, the product was purified by column chromatography, and the eluting solvent was a mixed system of hexane/dichloromethane. The physical properties and 1H NMR spectral data of the obtained product were consistent with the commercially available analytically pure sample.

References

[1] Tetrahedron, 2013, vol. 69, # 16, p. 3511 - 3517
[2] Chemical and Pharmaceutical Bulletin, 2014, vol. 62, # 10, p. 979 - 988
[3] Journal of Medicinal Chemistry, 2009, vol. 52, # 15, p. 4869 - 4882
[4] Chem. Zentralbl., 1901, vol. 72, # I, p. 739
[5] Privatmitteilung,

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