Diethyl 2-(4-chlorophenyl)malonate

Base Information

• Chemical Name: Diethyl 2-(4-chlorophenyl)malonate
• CAS No.: 19677-37-3
• Molecular Formula: C13H15 Cl O4
• Molecular Weight: 270.713
• Hs Code.: 2917399090
• NSC Number: 106645
• DSSTox Substance ID: DTXSID30295982
• Nikkaji Number: J1.704.096K
• Wikidata: Q82036255
• Mol file: 19677-37-3.mol

Synonyms:Diethyl 2-(4-chlorophenyl)malonate;19677-37-3;Diethyl 4-chlorophenyl malonate;diethyl 2-(4-chlorophenyl)propanedioate;Diethyl (p-chlorophenyl)malonate;MFCD06204602;Diethyl 4-chlorophenylmalonate;NSC106645;4-Chlorophenyl 1-ethyl 2-ethylpropanedioate;diethyl p-chlorophenylmalonate;SCHEMBL1041533;DTXSID30295982;CS-D0058;DIETHYL4-CHLOROPHENYLMALONATE;AKOS005254591;NSC-106645;DS-18473;SY116040;FT-0651108;A880071;J-520273;Propanedioic acid, 2-(4-chlorophenyl)-, 1,3-diethyl ester

Chemical Property of Diethyl 2-(4-chlorophenyl)malonate

Chemical Property:

• Boiling Point: 334.1°Cat760mmHg
• PKA: 11.06±0.46(Predicted)
• Flash Point: 125.2°C
• PSA: 52.60000
• Density: 1.206g/cm³
• LogP: 2.54980
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 270.0658866
• Heavy Atom Count: 18
• Complexity: 267

Purity/Quality:

97% ^*data from raw suppliers

Diethyl2-(4-chlorophenyl)malonate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C1=CC=C(C=C1)Cl)C(=O)OCC

Technology Process of Diethyl 2-(4-chlorophenyl)malonate

There total 14 articles about Diethyl 2-(4-chlorophenyl)malonate 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: 94.0%

1-Chloro-4-iodobenzene (637-87-6) + diethyl malonate (105-53-3) → diethyl 2-(p-chlorophenyl)malonate (19677-37-3)

Guidance literature:

With copper(l) iodide; caesium carbonate; 2-Phenylphenol; In tetrahydrofuran; at 70 ℃; for 24h;

DOI:10.1021/ol017038g

Reference yield: 88.0%

4-chloro-benzeneacetic acid, ethyl ester (14062-24-9) + ethyl cyanoformate (623-49-4) → diethyl 2-(p-chlorophenyl)malonate (19677-37-3)

Guidance literature:

4-chloro-benzeneacetic acid, ethyl ester; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

ethyl cyanoformate; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1002/ejoc.200900875

Reference yield: 85.0%

bromochlorobenzene (106-39-8) + diethyl malonate (105-53-3) → diethyl 2-(p-chlorophenyl)malonate (19677-37-3)

Guidance literature:

With caesium carbonate; palladium diacetate; 2'-hydroxy-2-di-cyclohexylphosphinobiphenyl-4'-sulfonic acid; In N,N-dimethyl-formamide; at 80 ℃; for 25h;

upstream raw materials:

ethanol

ethyl 2-(4-chlorophenyl)-2-cyanoacetate

para-dichlorobenzene

diethyl malonate

Downstream raw materials:

4-(4-chloro-phenyl)-isoxazolidine-3,5-dione

4-(p-methoxyphenyl)-3,5-dihydroxypyrazole

2-(4-Chloro-phenyl)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-malonic acid diethyl ester

2-(4-Chloro-phenyl)-2-(2-cyano-ethyl)-malonic acid diethyl ester