2-Fluoro-4-nitroanisole Chemical Properties

Melting point:

103-105 °C (lit.)

Boiling point:

277.2±20.0 °C(Predicted)

Density 

1.321±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

soluble in Toluene

form 

Crystalline Powder

color 

White to light yellow

InChIKey

XGMVTXUXZUPGGY-UHFFFAOYSA-N

CAS DataBase Reference

455-93-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39-36

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29093090

MSDS

• Language:English Provider:SigmaAldrich

2-Fluoro-4-nitroanisole Usage And Synthesis

Chemical Properties

White to light yellow crystalline powder

Uses

2-Fluoro-4-nitroanisole was employed as alternative biochemical photoprobe for proteins.

Synthesis Reference(s)

The Journal of Organic Chemistry, 63, p. 8448, 1998 DOI: 10.1021/jo981557o

General Description

2-Fluoro-4-nitroanisole is a 2-halo-4-nitroanisole and its photoreaction with the nucleophiles hydroxide ion and pyridine has been investigated. Mechanism of photoreaction of 2-fluoro-4-nitroanisole with n-hexylamine has been investigated.

Synthesis

Step 4: Preparation of 3-fluoro-4-methoxyaniline (8) Sodium metal (1.45 g, 63 mmol) was slowly added to methanol (100 mL) pre-cooled to 10 °C under nitrogen protection while stirring. After the sodium metal was completely dissolved, 3,4-difluoronitrobenzene (6) (10 g, 63 mmol) was added to the reaction system and stirred continuously for 2-3 hours at room temperature. Upon completion of the reaction, the mixture was concentrated under vacuum and subsequently poured into ice water (100 mL). The pH of the mixture was adjusted to neutral (~7) by dropwise addition of 2N HCl solution. The precipitated solid was collected by filtration, washed with water, and dried under vacuum to afford the target product 2-fluoro-4-nitroanisole (7) (9.75 g, 91% yield). The melting point of the product was 102-104 °C.

References

[1] Patent: US2006/128729, 2006, A1. Location in patent: Page/Page column 77
[2] Tetrahedron, 2018, vol. 74, # 2, p. 303 - 307
[3] Patent: CN106565522, 2017, A. Location in patent: Paragraph 0037; 0038
[4] Russian Chemical Bulletin, 2006, vol. 55, # 7, p. 1243 - 1247

2-Fluoro-4-nitroanisole(455-93-6)Related Product Information

• 2-Fluoro-4-nitrobenzoic acid
• 3-Fluoro-4-nitrobenzoic acid
• 4-Nitrobenzoic acid
• 1-Fluoro-2-nitrobenzene
• 4-Fluoronitrobenzene
• Nitrobenzene
• 1,3-Dinitrobenzene
• 4-Nitroanisole
• 4-FLUORO-2-NITROANISOLE,4-Fluoro-2-nitroanisole 98%,4-Fluoro-2-nitroanisole98%
• 2,3-Difluoro-4-nitroanisole
• 5-Fluoro-2-nitroanisole99%,5-FLUORO-2-NITROANISOLE
• 2-CHLORO-4-FLUORO-5-NITROANISOLE
• 2-BROMO-6-FLUORO-4-NITROANISOLE,1-Bromo-3-fluoro-2-methoxy-5-nitrobenzene, 2-Bromo-6-fluoro-4-nitroanisole
• 3-Bromo-2-methoxy-5-trifluoromethylpyridine
• Fluorine
• 3-Nitroanisole
• 2-Fluoro-6-Methoxynitrobenzene
• 4-BROMO-2-FLUORO-6-NITROANISOLE