2,6-DICHLORO-4-NITROANISOLE

2,6-DICHLORO-4-NITROANISOLE Property

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

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

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H301Toxic if swalloed

H341Suspected of causing genetic defects

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P308+P313IF exposed or concerned: Get medical advice/attention.

P391Collect spillage. Hazardous to the aquatic environment

P405Store locked up.

P501Dispose of contents/container to..…

2,6-DICHLORO-4-NITROANISOLE Chemical Properties,Usage,Production

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