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Methyl 2,4-dichlorophenylacetate

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Methyl 2,4-dichlorophenylacetate manufacturers

Methyl 2,4-dichlorophenylacetate Basic information
Product Name:Methyl 2,4-dichlorophenylacetate
Synonyms:METHYL 2,4-DICHLOROPHENYLACETATE;2,4-DICHLOROPHENYLACETIC ACID METHYL ESTER;METHYL 2,4-DICHLOROPHENYLACETATE, 100MG, NEAT;METHYL-2,4-DICHLOROPHENYLACETATE,1X1ML,A CETONE 100UG/ML;2,4-dcaa methyl ester;47339;methyl 2,4-dichlorophenylacetate solution;2,4-DICHLOROPHENYLACETIC ACID METHYL ESTER STANDARD
CAS:55954-23-9
MF:C9H8Cl2O2
MW:219.06
EINECS:611-334-7
Product Categories:MAlphabetic;Alpha Sort;M;META - METH;Volatiles/ Semivolatiles;Acids and Derivatives;8000 Series Solidwaste Methods;EPA;Method 8150/8151;H-MAlphabetic;META - METHEPA;Pesticides&Metabolites
Mol File:55954-23-9.mol
Methyl 2,4-dichlorophenylacetate Structure
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 Reference55954-23-9(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 Information
ProviderLanguage
ACROS English
Methyl 2,4-dichlorophenylacetate Usage And Synthesis
Chemical Propertiesclear colorless to yellow liquid
Synthesis
Methanol

67-56-1

2,4-Dichlorophenylacetic acid

19719-28-9

Methyl 2,4-dichlorophenylacetate

55954-23-9

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 Preparation Products And Raw materials
Raw materials2,4-Dichlorophenylacetic acid-->Methanol-->Iodomethane
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