2-Methyl-5-nitroanisole Chemical Properties

Melting point:

69-71 °C (lit.)

Boiling point:

281.2±20.0 °C(Predicted)

Density 

1.180±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

soluble in Methanol

form 

powder to crystal

color 

White to Light yellow

CAS DataBase Reference

13120-77-9(CAS DataBase Reference)

EPA Substance Registry System

Benzene, 2-methoxy-1-methyl-4-nitro- (13120-77-9)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

22-36/37/38

Safety Statements 

24/25-36-26

WGK Germany 

3

Hazard Note 

Irritant

HS Code 

29093090

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

2-Methyl-5-nitroanisole Usage And Synthesis

Uses

2-Methyl-5-nitroanisole is a useful research chemical.

Chemical Properties

cream to yellow crystalline powder and chunks

Uses

2-Methyl-5-nitroanisole was used in the synthesis of:

• 2-methoxy-p-toluidine via reduction with tin and hydrochloric acid
• 2-methoxy-4-nitrobenzyl bromide

Synthesis

GENERAL METHOD: Under argon protection, 2-methyl-5-nitrophenol (613 mg, 4.0 mmol) was dissolved in anhydrous DMF (7 mL) and potassium carbonate (608 mg, 4.4 mmol) and iodomethane (12.0 mmol) were added sequentially. The reaction mixture was heated with stirring at 40 °C for 2-3 hours. After completion of the reaction, the mixture was poured into water and extracted with ethyl acetate (EtOAc). The organic layers were combined, washed sequentially with water and saturated brine and dried over anhydrous magnesium sulfate (MgSO4). The solvent was removed by concentration under reduced pressure and the resulting residue was purified by silica gel column chromatography to afford the target product 2-methyl-5-nitroanisole.

References

[1] European Journal of Organic Chemistry, 2009, # 27, p. 4614 - 4621
[2] Bioorganic and Medicinal Chemistry, 2011, vol. 19, # 10, p. 3156 - 3172
[3] Chemical and Pharmaceutical Bulletin, 2014, vol. 62, # 10, p. 979 - 988
[4] Patent: US2004/214798, 2004, A1. Location in patent: Page 18

2-Methyl-5-nitroanisole(13120-77-9)Related Product Information

• Tribenuron methyl
• Kresoxim-methyl
• 2,5-Dimethylpyridine
• Methyl acetate
• Pirimiphos-methyl
• 2-Chloro-5-chloromethylpyridine
• Methyl salicylate
• Anisole
• 3,5-Dimethylanisole
• METSULFURON METHYL
• 4-Methoxyphenol
• Thiophanate-methyl
• Methyl
• 2-Methoxy-4-nitrobenzoic acid
• 2-CYANO-5-NITROANISOLE
• 4-Nitroanisole
• 4-METHYL-2-NITROANISOLE 99%,4-METHYL-2-NITROANISOLE
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