2,6-DICHLORO-4-NITROANISOLE Chemical Properties

Melting point:

97-100 °C

Boiling point:

305.6±37.0 °C(Predicted)

Density 

1.5223 (rough estimate)

refractive index 

1.6140 (estimate)

Flash point:

160 °C

storage temp. 

Sealed in dry,Room Temperature

solubility 

DMSO (Sparingly), Chloroform (Slightly)

form 

Solid

color 

Pale Yellow to Yellow

CAS DataBase Reference

17742-69-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

N-T,T,N

Risk Statements 

51/53-25

Safety Statements 

61-45-36/37

RIDADR 

2811

Hazard Note 

Toxic

HazardClass 

IRRITANT

PackingGroup 

III

HS Code 

29049095

MSDS

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2,6-DICHLORO-4-NITROANISOLE Usage And Synthesis

Chemical Properties

slightly beige crystals

Uses

2,6-Dichloro-4-nitroanisole can be used for thyroid hormone receptor agonists.

Synthesis Reference(s)

The Journal of Organic Chemistry, 28, p. 1656, 1963 DOI: 10.1021/jo01041a056

Synthesis

GENERAL STEPS: To a stirred solution of 2,6-dichloro-4-nitrophenol (6.0 g, 28.84 mmol) in anhydrous DMF (60 mL) was added anhydrous K2CO3 (15.9 g, 115.36 mmol) and iodomethane (8.18 g, 57.69 mmol). The reaction mixture was stirred at 0°C and then gradually warmed up to 60°C and kept for 6 hours. After completion of the reaction, the mixture was cooled to room temperature and slowly poured into ice water to quench the reaction. The precipitated solid was collected by filtration and dried under vacuum to obtain the crude product. The crude product was purified by column chromatography using petroleum ether: ethyl acetate (85:15) as eluent to give 2.5 g (39.0% yield) of 1,3-dichloro-2-methoxy-5-nitrobenzene as an off-white solid. The structure of the product was confirmed by 1H NMR (400 MHz, CDCl3): δ 8.22 (s, 2H), 4.01 (s, 3H).

References

[1] Patent: WO2017/117239, 2017, A1. Location in patent: Page/Page column 42
[2] Journal of Organic Chemistry, 1963, vol. 28, p. 1656 - 1662
[3] Bulletin of the Chemical Society of Japan, 1994, vol. 67, # 10, p. 2639 - 2646

2,6-DICHLORO-4-NITROANISOLE(17742-69-7)Related Product Information

• 4-Nitroanisole
• 2,4-DICHLORO-6-NITROANISOLE
• 3-Chloro-4-methoxyaniline
• 2,6-Dichloro-4-nitrophenol
• 4-Amino-2,6-dichlorophenol
• 3,5-Dichloronitrobenzene
• 2-Chloro-4-nitrophenol
• 2,6-DICHLORO-4-NITROANISOLE
• 2-Chloro-4-nitoranisole
• 2,6-Dichloroanisole
• 3-(2,6-dichloro-4-nitrophenoxy)propanoic acid
• 2,3,5,6-Tetrachloro-4-nitroanisole.
• (2,6-dichloro-4-nitrophenoxy)acetic acid