Dimethyl 2-(4-chlorophenyl)propanedioate

Base Information

• Chemical Name: Dimethyl 2-(4-chlorophenyl)propanedioate
• CAS No.: 34402-92-1
• Molecular Formula: C11H11ClO4
• Molecular Weight: 242.659
• European Community (EC) Number: 835-052-0
• DSSTox Substance ID: DTXSID10382864
• Nikkaji Number: J2.566.339J
• Wikidata: Q82174331
• Mol file: 34402-92-1.mol

Synonyms:34402-92-1;2-(4-chlorophenyl)malonic acid dimethyl ester;Dimethyl 2-(4-chlorophenyl)propanedioate;1,3-dimethyl 2-(4-chlorophenyl)propanedioate;2-(4-chlorophenyl)-malonic acid dimethyl ester;dimethyl 2-(4-chlorophenyl)malonate;Propanedioic acid, (4-chlorophenyl)-, dimethyl ester;SCHEMBL4064082;DTXSID10382864;CYPPECTXRWWSQY-UHFFFAOYSA-N;dimethyl2-(4-chlorophenyl)malonate;AKOS033947773;FT-0735576;EN300-305426;F53537;2-(4-chloro-phenyl)-malonic acid dimethyl ester;Z2050068325

Chemical Property of Dimethyl 2-(4-chlorophenyl)propanedioate

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 242.0345865
• Heavy Atom Count: 16
• Complexity: 243

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(C1=CC=C(C=C1)Cl)C(=O)OC

Technology Process of Dimethyl 2-(4-chlorophenyl)propanedioate

There total 4 articles about Dimethyl 2-(4-chlorophenyl)propanedioate 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: 64.0%

(4-chloro-phenyl)-acetic acid methyl ester (52449-43-1) + carbonic acid dimethyl ester (616-38-6) → 2-(4-chlorophenyl)malonic acid dimethyl ester (34402-92-1)

Guidance literature:

With sodium hydride; In tetrahydrofuran; hexane; at 60 ℃;

DOI:10.1016/j.bmc.2006.12.029

Reference yield: 50.0%

Dimethyl oxalate (553-90-2) + (4-chloro-phenyl)-acetic acid methyl ester (52449-43-1) → 2-(4-chlorophenyl)malonic acid dimethyl ester (34402-92-1)

Guidance literature:

With sodium methylate; In methanol; at 60 ℃; for 1h;

DOI:10.1016/0223-5234(91)90194-R

Reference yield:

4-chlorophenylacetic Acid (1878-66-6) → 2-(4-chlorophenyl)malonic acid dimethyl ester (34402-92-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / conc. HCl / Heating

2: 64 percent / NaH / hexane; tetrahydrofuran / 60 °C

With hydrogenchloride; sodium hydride; In tetrahydrofuran; hexane;

DOI:10.1016/j.bmc.2006.12.029

upstream raw materials:

Dimethyl oxalate

(4-chloro-phenyl)-acetic acid methyl ester

chlorobenzene

malonic acid dimethyl ester

Downstream raw materials:

<4-Chlor-phenyl>-malonsaeure-amid

5-(4-chlorophenyl)-4,6-diiodopyrimidine

5-(4-chlorophenyl)-6-iodopyrimidin-4-ylamine

5-(4-chlorophenyl)-6-trimethylsilanylethynylpyrimidin-4-ylamine