2'-Bromo-4-chlorophenylacetic acid methyl ester Chemical Properties

Boiling point:

149-152 °C(Press: 16 Torr)

Density 

1.567±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

Appearance

Colorless to light yellow Liquid

CAS DataBase Reference

24091-92-7(CAS DataBase Reference)

Safety Information

RIDADR 

1760

HazardClass 

8

PackingGroup 

Ⅲ

2'-Bromo-4-chlorophenylacetic acid methyl ester Usage And Synthesis

Synthesis

General procedure for the synthesis of methyl 2'-bromo-4-chlorophenylacetate from methyl 4-chlorophenylacetate: Methyl 4-chlorophenylacetate (14.6 g, 79.1 mmol), N-bromosuccinimide (14.4 g, 80.7 mmol), and benzoyl peroxide (1.91 g, 7.89 mmol) were dissolved in carbon tetrachloride (100 mL) and heated to reflux for 3 hours. After completion of the reaction, the mixture was cooled to room temperature and diluted by adding hexane (500 mL). The reaction mixture was filtered and the solvent was subsequently evaporated under vacuum. The crude product was purified by silica column chromatography (eluent: ethyl acetate/hexane, 15:85) to afford methyl 2'-bromo-4-chlorophenylacetate as a colorless oil (16.9 g, 63% yield).1H NMR (400 MHz, CDCl3) δ 3.81 (s, 3H, CH3), 5.34 (s, 1H, CH), 7.44 (dd) ), J = 60.4 Hz, J = 8.4 Hz, 4H, ArH).

References

[1] Tetrahedron, 2002, vol. 58, # 51, p. 10113 - 10126
[2] Patent: EP1712235, 2006, A2. Location in patent: Page/Page column 53
[3] Patent: US2004/220179, 2004, A1. Location in patent: Page 34
[4] Journal of Medicinal Chemistry, 1993, vol. 36, # 23, p. 3738 - 3742
[5] Patent: US2003/191190, 2003, A1

2'-Bromo-4-chlorophenylacetic acid methyl ester(24091-92-7)Related Product Information

• Methyl 2-bromohexanoate
• Kresoxim-methyl
• Methylparaben
• Methyl phenylacetate
• Methyl acrylate
• Methyl acetate
• Methyl methoxyacetate
• Bensulfuron methyl
• Methyl cyanoacetate
• 2-Bromobutyric acid methyl ester
• Methyl glycolate
• Methyl bromoacetate
• Thiophanate-methyl
• Methyl
• Parathion-methyl
• Methyl bromide
• Bromine
• Methyl alpha-bromo-2-chlorophenylacetate