Methyl 2-chloro-2-(2-chlorophenyl)acetate

Base Information

• Chemical Name: Methyl 2-chloro-2-(2-chlorophenyl)acetate
• CAS No.: 90055-47-3
• Molecular Formula: C9H8 Cl2 O2
• Molecular Weight: 219.067
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID40451310
• Mol file: 90055-47-3.mol

Synonyms:Methyl 2-chloro-2-(2-chlorophenyl)acetate;90055-47-3;2,2'-Dichlorophenylacetic acid methyl ester;2,2'-Diclorophenylacetic acid methyl ester;2-Chloro-2-(2'-chlorophenyl)acetic acid methyl ester;Benzeneacetic acid, a,2-dichloro-, methyl ester;2,2'DICHLORO PHENYL ACETIC ACID METHYL ESTER;SCHEMBL3697021;DTXSID40451310;AMY13845;MFCD08061395;AKOS011508704;GS-4459;Methyl2-chloro-2-(2-chlorophenyl)acetate;2,2`-Dichlorophenylacetic acid methyl ester;FT-0602565;EN300-7364353;A830237;J-506786;Benzeneacetic acid, ?,2-dichloro-, methyl ester;Methyl chloro(2-chlorophenyl)acetate;Methyl ?,2-dichlorobenzeneacetate

Chemical Property of Methyl 2-chloro-2-(2-chlorophenyl)acetate

Chemical Property:

• Boiling Point: 270.9±25.0 °C(Predicted)
• Flash Point: 110.699oC
• PSA: 26.30000
• Density: 1.317±0.06 g/cm3(Predicted)
• LogP: 2.79290
• Storage Temp.: 2-8°C
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 217.9901349
• Heavy Atom Count: 13
• Complexity: 185

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,2''-Dichlorophenylaceticacidmethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(C1=CC=CC=C1Cl)Cl
• Uses: 2,2''-Dichlorophenylacetic acid methyl ester

Technology Process of Methyl 2-chloro-2-(2-chlorophenyl)acetate

There total 2 articles about Methyl 2-chloro-2-(2-chlorophenyl)acetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 83.0%

rac-methyl 2-chloromandelate (156276-21-0) → methyl 2-chloro-2-(2-chlorophenyl)acetate (90055-47-3)

Guidance literature:

With thionyl chloride; Reflux;

DOI:10.1055/s-0028-1083239

Reference yield: 45.0%

2-chloromandelic acid (10421-85-9,52923-23-6,52950-18-2,52950-19-3) → methyl 2-chloro-2-(2-chlorophenyl)acetate (90055-47-3)

Guidance literature:

With phosphorus pentachloride; In methanol;

Reference yield: 78.0%

methyl 2-chloro-2-(2-chlorophenyl)acetate (90055-47-3) + 4,5,6,7-tetrahydrothieno[3,2-c]pyridine (54903-50-3) → clopidogrel (90055-48-4,94188-84-8)

Guidance literature:

With potassium carbonate; In 1,4-dioxane; acetonitrile;

upstream raw materials:

rac-methyl 2-chloromandelate

2-chloromandelic acid

Downstream raw materials:

(S)-(+)-clopidogrel

clopidogrel

(SR)-methyl 2-(2-chlorophenyl)-2-(2-oxo-7,7a-dihydrothieno-[3,2-c]pyridin-5(2H,4H,6H)-yl)acetate

methyl (7aR,2'S)-2-(2-chlorophenyl)-2-(2,4,5,6,7,7a-hexahydrothieno[3,2-c]-5-pyridin-2-one)acetate

Refernces

• 1、 -. "METHOD OF CONVERTING ALCOHOL TO HALIDE". Page/Page column 56; 150; 159; 160. . Retrieved 2017/01/02.
• 2、 -. "THE METHOD OF MAKING OPTICALLY ACTIVE 2-HALO-2-(N-SUBSTITUTED PHENYL)ACETIC ACID ESTERS AND 2-HALO-2-(N-SUBSTITUTED PHENYL)ACETIC ACIDS BY ENZYMATIC METHOD". Page/Page column 5. . Retrieved 2008/06/13.