p-Nitrophenoxyamine

p-Nitrophenoxyamine Property

Melting point:

126-127℃

Boiling point:

313.2±34.0 °C(Predicted)

Density 

1.370±0.06 g/cm3(Predicted)

storage temp. 

2-8°C(protect from light)

pka

1.32±0.70(Predicted)

Appearance

White to yellow Solid

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H301Toxic if swalloed

H311Toxic in contact with skin

H331Toxic if inhaled

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

P271Use only outdoors or in a well-ventilated area.

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

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P311Call a POISON CENTER or doctor/physician.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P322Specific measures (see …on this label).

P330Rinse mouth.

P361Remove/Take off immediately all contaminated clothing.

P363Wash contaminated clothing before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

p-Nitrophenoxyamine Chemical Properties,Usage,Production

Synthesis

The general procedure for the synthesis of O-(4-nitrophenyl)hydroxylamine from the compound (CAS: 83077-00-3) is as follows: wet ethyl N-(4-nitrophenoxy)acetimidate (781 g, dry wt.) was dissolved in 210 g of acetonitrile and the reaction temperature was adjusted to about 25 °C. Under the condition of keeping the reaction temperature below 30°C, 515 g of 37% hydrochloric acid was slowly added. The reaction mixture was stirred continuously at 25-30°C until the reaction was complete, which took about 2 hours. Subsequently, 209 g of 12% aqueous sodium hydroxide solution was slowly added to the reaction mixture at the same temperature range and stirring was continued for about 30 minutes. About 85% of the acetonitrile was removed by distillation at a jacket temperature of 50°C (internal temperature maintained at 25-30°C) under vacuum at 100 mbar. To the residue 20,900 g of water was added and the resulting slurry was stirred for 60 minutes. The product was collected by filtration, washed with 505 g of water and finally dried under vacuum at 40 °C. A final 560 g of O-(4-nitrophenyl)hydroxylamine was obtained in 94% yield.

References

[1] Patent: WO2010/38029, 2010, A1. Location in patent: Page/Page column 45
[2] Patent: WO2010/116140, 2010, A1. Location in patent: Page/Page column 47
[3] Patent: WO2009/44143, 2009, A2. Location in patent: Page/Page column 38
[4] Journal of Organic Chemistry, 1984, vol. 49, p. 1348 - 1352
[5] Journal of the American Chemical Society, 1982, vol. 104, # 23, p. 6393 - 6397