Methyl 2,2-dichloro-2-methoxyacetate

Base Information

• Chemical Name: Methyl 2,2-dichloro-2-methoxyacetate
• CAS No.: 17640-25-4
• Molecular Formula: C4H6Cl2O3
• Molecular Weight: 172.996
• Hs Code.: 29189900
• European Community (EC) Number: 628-138-2
• DSSTox Substance ID: DTXSID60938794
• Nikkaji Number: J1.391.681K
• Wikidata: Q82915205
• Mol file: 17640-25-4.mol

Synonyms:17640-25-4;Methyl 2,2-dichloro-2-methoxyacetate;Dichloromethoxyacetic Acid Methyl Ester;Methyl Dichloromethoxyacetate;SCHEMBL160191;Acetic acid, 2,2-dichloro-2-methoxy-, methyl ester;Methyl dichloro(methoxy)acetate;DTXSID60938794;FWIGIASHGJFYOL-UHFFFAOYSA-N;methyl2,2-dichloro-2-methoxyacetate;MFCD00012202;AKOS015892869;methoxydichloroacetic acid methyl ester;AS-47190;A1046;CS-0204724;FT-0628318;Methyl 2,2-dichloro-2-methoxyacetate, 97%;EN300-312714;F12542;Acetic acid,2,2-dichloro-2-methoxy-,methyl ester;J-011190;InChI=1/C4H6Cl2O3/c1-8-3(7)4(5,6)9-2/h1-2H

Chemical Property of Methyl 2,2-dichloro-2-methoxyacetate

Chemical Property:

• Appearance/Colour: Colorless Liquid
• Vapor Pressure: 0.915mmHg at 25°C
• Refractive Index: n20/D 1.45(lit.)
• Boiling Point: 180 °C at 760 mmHg
• Flash Point: 90.6 °C
• PSA: 35.53000
• Density: 1.359 g/cm³
• LogP: 0.93720
• Storage Temp.: Refrigerator
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 171.9693994
• Heavy Atom Count: 9
• Complexity: 112

Purity/Quality:

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

Methyl Dichloromethoxyacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-36/37-36/37/38-26/27/28
• Safety Statements: 23-26-27-36/37/39-45-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(=O)C(OC)(Cl)Cl
• Uses: Methyl 2,2-dichloro-2-methoxyacetate was used in the preparation of methyl (Z)-α-methoxyacrylates via stereospecific two-carbon homologation of aldehydes under Barbier conditions.

Technology Process of Methyl 2,2-dichloro-2-methoxyacetate

There total 2 articles about Methyl 2,2-dichloro-2-methoxyacetate 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: 65.0%

Dimethyl oxalate (553-90-2) → methyl 2,2-dichloro-2-methoxyacetate (17640-25-4)

Guidance literature:

With phosphorus pentachloride; at 115 ℃; for 18h;

Reference yield:

oxalic acid diethyl ester (95-92-1) → methyl 2,2-dichloro-2-methoxyacetate (17640-25-4)

Guidance literature:

With phosphorus pentachloride; at 130 - 135 ℃;

Reference yield: 95.0%

diethyl phosphorylchloridite (589-57-1) + methyl 2,2-dichloro-2-methoxyacetate (17640-25-4) → monomethyl oxalyl chloride (5781-53-3) + Dimethyl oxalate (553-90-2) + chloroethane (75-00-3) + phosphonic dichloride (66298-75-7) + methyl phosphonochloridate (74813-29-9) + ethyl phosphonochloridate (74813-30-2)

Guidance literature:

With iron(III) chloride; at 105 - 110 ℃; for 1.16667h; Product distribution;

upstream raw materials:

Dimethyl oxalate

oxalic acid diethyl ester

Downstream raw materials:

methyl 2,2,2-trimethoxyacetate

monomethyl oxalyl chloride

methylene chloride

Oxalsaeure-methyl-<4-nitro-phenylester>

Refernces

• 1、 Itoh, Osamu,Nagata, Takayoshi,Nomura, Isamu,Takanaga, Tetsuya,Sugita, Toshio,Ichikawa, Katsuhiko. "Syntheses of Aryl Glyoxylate. I. The Reaction of Alkyl Dichloro(alkoxy)acetates with Aromatics in the Presence of Lewis Acid". . p. 810 - 814. Retrieved 2007/10/02.