3-BROMO-4-TERT-BUTYLBENZOICACID

3-BROMO-4-TERT-BUTYLBENZOICACID Property

Melting point:

176.5 °C

Boiling point:

327.7±35.0 °C(Predicted)

Density 

1.391±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

4.01±0.10(Predicted)

Safety

HS Code 

2916399090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

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

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.

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

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

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

P362Take off contaminated clothing and wash before reuse.

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

P405Store locked up.

P501Dispose of contents/container to..…

3-BROMO-4-TERT-BUTYLBENZOICACID Chemical Properties,Usage,Production

Synthesis

4-tert-butylbenzoic acid (500 mg, 2.8 mmol) was dissolved in acetic acid (11 mL), nitric acid (1.7 mL) and bromine (114 μL, 5.9 mmol) were added with rapid stirring. Subsequently, a solution of silver nitrate (1.01 g, 5.9 mmol) in water (5 mL) was slowly added to the reaction system, at which point a thick yellow precipitate was observed to form. After addition of additional acetic acid (2 mL), the reaction mixture was heated to reflux for 1 hour. Upon completion of the reaction, the reaction solution was filtered while hot and water was added dropwise to the filtrate until a white solid precipitated. The solid was collected, air dried and purified by recrystallization from acetic acid to give finally 3-bromo-4-tert-butylbenzoic acid as a white solid (263 mg, 36% yield). The product was characterized by 1H NMR (CDCl3, 300 MHz): δ 1.85 (s, 9H, (CH3)3), 7.86 (d, 1H, J = 8.5 Hz, ArH), 8.26 (dd, 1H, J = 2.0, 8.5 Hz, ArH), 8.62 (d, 1H, J = 2.0 Hz, ArH).

References

[1] Patent: WO2012/4567, 2012, A2. Location in patent: Page/Page column 91
[2] Australian Journal of Chemistry, 1990, vol. 43, # 5, p. 807 - 814
[3] Patent: WO2010/142956, 2010, A2. Location in patent: Page/Page column 28-29
[4] Journal of the Chemical Society, 1958, p. 120,126
[5] Journal of the Chemical Society, 1958, p. 120,126