2-(4-Bromophenyl)cyclopropanecarboxylic acid

2-(4-Bromophenyl)cyclopropanecarboxylic acid Property

Melting point:

122 °C

Boiling point:

364.5±42.0 °C(Predicted)

Density 

1.652±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

4.53±0.10(Predicted)

Appearance

Off-white to light yellow Solid

Safety

HS Code 

2916200090

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.

P271Use only outdoors or in a well-ventilated area.

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

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.

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

P321Specific treatment (see … on this label).

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..…

2-(4-Bromophenyl)cyclopropanecarboxylic acid Chemical Properties,Usage,Production

Synthesis

A 4N NaOH solution (20 mL) was added to a solution of ethyl (trans)-2-(4-bromophenyl)cyclopropanecarboxylate (Intermediate I, 4 g, 0.0149 mol) in methanol (40 mL), and the reaction was stirred for 2 h at room temperature. Upon completion of the reaction, the progress of the reaction was monitored by thin layer chromatography (TLC). Subsequently, the solvent was removed by evaporation and the residue was diluted with distilled water (50 mL) and acidified with 4N HCl solution to pH < 7. The precipitated solid was collected by filtration and dried to afford (trans)-2-(4-bromophenyl)cyclopropanecarboxylic acid (2.59 g, 72% yield) as a white solid.

References

[1] Organic and Biomolecular Chemistry, 2016, vol. 14, # 8, p. 2498 - 2503
[2] Monatshefte fur Chemie, 2017, vol. 148, # 12, p. 2143 - 2153
[3] Journal of Medicinal Chemistry, 2017, vol. 60, # 7, p. 3187 - 3197
[4] Journal of the American Chemical Society, 2010, vol. 132, # 19, p. 6827 - 6833
[5] Patent: WO2012/13728, 2012, A1. Location in patent: Page/Page column 101; 102