4'-BROMO-2'-NITROACETANILIDE

4'-BROMO-2'-NITROACETANILIDE Property

Melting point:

102-104°C

Boiling point:

416.8±35.0 °C(Predicted)

Density 

1.720±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

12.96±0.70(Predicted)

Appearance

Light yellow to yellow Solid

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H317May cause an allergic skin reaction

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.

P272Contaminated work clothing should not be allowed out of the workplace.

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

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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

P321Specific treatment (see … on this label).

P330Rinse mouth.

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

P363Wash contaminated clothing before reuse.

P501Dispose of contents/container to..…

4'-BROMO-2'-NITROACETANILIDE Chemical Properties,Usage,Production

Synthesis

The general procedure for the synthesis of 4-bromo-2-nitro-N-acetylaniline from 4-bromo-2-nitroaniline and acetic anhydride was as follows: 4-bromo-2-nitroaniline (30.3 g, 138 mmol) was dissolved in 240 mL of acetic acid, followed by the addition of acetic anhydride (22.44 g, 220.2 mmol). The reaction mixture was heated to 95 °C and maintained at this temperature for 7.5 hours. Upon completion of the reaction, the reaction solution was cooled to room temperature and slowly poured into 600 mL of ice water. After the ice was completely melted, it was extracted with dichloromethane (90 mL x 3). The resulting solid was dissolved in 600 mL of dichloromethane, and all organic phases were combined and dried with anhydrous sodium sulfate. Finally, the target product N-(4-bromo-2-nitrophenyl)acetamide (35.4 g, orange solid) was obtained in 99.1% yield by concentrating the organic phase.

References

[1] Patent: CN108264511, 2018, A. Location in patent: Paragraph 0243; 0246-0249
[2] European Journal of Organic Chemistry, 2009, # 32, p. 5647 - 5652
[3] Patent: US6369232, 2002, B1. Location in patent: Page column 60
[4] Patent: CN107400092, 2017, A. Location in patent: Paragraph 0393; 0396-0399
[5] Journal of the Chemical Society. Perkin Transactions 1, 2001, # 21, p. 2754 - 2756