Phenol, 3-aMino-2-broMo-

Phenol, 3-aMino-2-broMo- Property

Boiling point:

262.2±20.0 °C(Predicted)

Density 

1.768±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

pka

8.48±0.10(Predicted)

Appearance

White to off-white Solid

Safety

HS Code 

2922290090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H301Toxic if swalloed

H319Causes serious eye irritation

H331Toxic if inhaled

H401Toxic to aquatic life

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.

P273Avoid release to the environment.

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

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

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

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P311Call a POISON CENTER or doctor/physician.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P337+P313IF eye irritation persists: Get medical advice/attention.

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

P405Store locked up.

P501Dispose of contents/container to..…

Phenol, 3-aMino-2-broMo- Chemical Properties,Usage,Production

Synthesis

General procedure for the synthesis of 3-amino-2-bromophenol from 2-bromo-3-nitrophenol: 2-bromo-3-nitrophenol (3.35 g, 15.4 mmol), acetic acid (35 mL), and powdered iron (4.5 g, 77.2 mmol) were mixed in ethanol (50 mL), and the reaction was stirred overnight under reflux conditions. Upon completion of the reaction, the mixture was diluted with 100 mL of water and neutralized with potassium carbonate. Subsequently, extraction was carried out with dichloromethane (DCM). The organic phase was dried with anhydrous sodium sulfate and concentrated under vacuum to give a brown oily crude product. The crude product was purified by column chromatography by dry loading onto a silica gel column using a 0-50% ethyl acetate/isohexane gradient elution. The target fraction was collected and concentrated in vacuum to give 3-amino-2-bromophenol (1.27 g, 6.75 mmol, 43.9% yield) as a light yellow solid. [00409] 1H NMR (DMSO-d6): δ 7.02 (t, J = 8.0 Hz, 1H), 6.45 (dd, J = 1.6 and 8.0 Hz, 1H), 6.38 (dd, J = 1.6 and 8.0 Hz, 1H), 5.44 (br s, 1H), 4.89 (br s, 2H).

References

[1] Journal of Organic Chemistry, 1988, vol. 53, # 6, p. 1170 - 1176
[2] Chemistry - A European Journal, 2017, vol. 23, # 42, p. 9996 - 10000
[3] Patent: WO2015/79251, 2015, A1. Location in patent: Paragraph 00408; 00409