Methyl 3-bromo-2-chlorobenzoate

Methyl 3-bromo-2-chlorobenzoate Property

Boiling point:

285.4±20.0 °C(Predicted)

Density 

1.604±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

Appearance

Light brown to brown Solid

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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

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

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

P321Specific treatment (see … on this label).

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

P362Take off contaminated clothing and wash before reuse.

Methyl 3-bromo-2-chlorobenzoate Chemical Properties,Usage,Production

Synthesis

To a stirred solution of 3-bromo-2-chlorobenzoic acid (6 g, 25.64 mmol) in N,N-dimethylformamide (DMF, 30 mL) at 0 °C were sequentially added potassium carbonate (K2CO3, 5.2 g, 38.46 mmol) and iodomethane (CH3I, 5.47 g, 38.46 mmol). The reaction mixture was gradually warmed up to room temperature and stirred continuously for 1 hour. After completion of the reaction, the reaction mixture was diluted with cold water and stirring was continued for 10 minutes. The resulting precipitate was collected by filtration and dried under vacuum to afford methyl 3-bromo-2-chlorobenzoate (5.8 g, yield: 92%, 99.5% purity by LC-MS).1H NMR (400 MHz, CDCl3) δ 7.75 (dd, J = 8.0 Hz, J = 1.6 Hz, 1H), 7.68 (dd, J = 7.6 Hz, J = 1.6 Hz. 1H), 7.18 (t, J = 7.8 Hz, 1H), 3.94 (s, 3H).

References

[1] Patent: US2018/65917, 2018, A1. Location in patent: Paragraph 0232
[2] Patent: EP1752452, 2007, A1. Location in patent: Page/Page column 29