Methyl 2,4-dichlorophenylacetate Chemical Properties

Boiling point:

153°C/27mmHg(lit.)

Density 

1.3295 (rough estimate)

refractive index 

1.539-1.542

storage temp. 

Sealed in dry,Room Temperature

form 

Liquid

color 

Clear colorless to yellow

CAS DataBase Reference

55954-23-9(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn,N,F

Risk Statements 

22-67-65-62-51/53-48/20-38-11-66-36/38-36

Safety Statements 

24/25-62-61-36/37-33-29-16-9-26

RIDADR 

UN 2810 6.1/PG 3

HS Code 

29163900

MSDS

• Language:English Provider:ACROS

Methyl 2,4-dichlorophenylacetate Usage And Synthesis

Chemical Properties

clear colorless to yellow liquid

Synthesis

General procedure for the synthesis of methyl 2,4-dichlorophenylacetate from methanol and 2,4-dichlorophenylacetic acid: to a solution of 2,4-dichlorophenylacetic acid (3.5 g, 17.1 mmol) in methanol (100 mL) was slowly added concentrated sulfuric acid (20 drops). The reaction mixture was heated to reflux for 12 hours. Upon completion of the reaction, the solvent was removed by rotary evaporator under reduced pressure. The residue was diluted with cold water (50 mL) and extracted with ethyl acetate (3 x 50 mL). The organic layers were combined and washed sequentially with saturated sodium bicarbonate solution (50 mL) and saturated saline (50 mL), then dried with anhydrous sodium sulfate and filtered. The solvent was again removed by rotary evaporator under reduced pressure to obtain the crude product. The crude product was purified by silica gel column chromatography (eluent ratio 4:1 hexane/ethyl acetate) to afford methyl 2,4-dichlorophenylacetate (3.56 g, 95% yield) as a clear oil. The structure of the product was confirmed by 1H NMR (DMSO-d6): δ 7.40 (s, 1H), 7.22 (d, J=1.5 Hz, 2H), 3.74 (s, 2H), 3.71 (s, 3H).

References

[1] Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 13, p. 2843 - 2866
[2] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 1, p. 245 - 249
[3] Patent: US2016/31892, 2016, A1. Location in patent: Paragraph 0195-0196
[4] ACS Medicinal Chemistry Letters, 2010, vol. 1, # 4, p. 145 - 149
[5] Bulletin of the Korean Chemical Society, 2010, vol. 31, # 8, p. 2315 - 2321

Methyl 2,4-dichlorophenylacetate(55954-23-9)Related Product Information

• Methyl bromoacetate
• Kresoxim-methyl
• Methyl acetate
• Methyl glycolate
• 2',4'-Dichloroacetophenone
• 3,5-Dichlorobenzoic acid
• Methyl phenylacetate
• Bensulfuron methyl
• Methylparaben
• Methyl acrylate
• METHYL THIOPHENE-2-CARBOXYLATE
• Methyl cyanoacetate
• Thiophanate-methyl
• Methyl
• Methyl bromide
• Parathion-methyl
• ETHYL 2,4-DICHLOROPHENYL ACETATE
• DIETHYL 2,4-DICHLOROPHENYL MALONATE