1,3-Diethyl 2-(3-chlorophenyl)propanedioate

Base Information

• Chemical Name: 1,3-Diethyl 2-(3-chlorophenyl)propanedioate
• CAS No.: 93307-66-5
• Molecular Formula: C13H15 Cl O4
• Molecular Weight: 270.713
• NSC Number: 106644
• DSSTox Substance ID: DTXSID70295981
• Wikidata: Q82036253
• Mol file: 93307-66-5.mol

Synonyms:1,3-diethyl 2-(3-chlorophenyl)propanedioate;93307-66-5;diethyl 2-(3-chlorophenyl)propanedioate;diethyl(3-chlorophenyl)propanedioate;NSC106644;SCHEMBL9052329;diethyl (m-chlorophenyl)malonate;DTXSID70295981;IVLPRPZSLKVRGX-UHFFFAOYSA-N;Diethyl2-(3-chlorophenyl)malonate;Diethyl 2-(3-chlorophenyl)malonate;AKOS006082941;NSC-106644;CS-0262426;EN300-82543;Z982130892

Chemical Property of 1,3-Diethyl 2-(3-chlorophenyl)propanedioate

Chemical Property:

• Vapor Pressure: 0.000214mmHg at 25°C
• Boiling Point: 326.6°Cat760mmHg
• Flash Point: 121°C
• Density: 1.206g/cm³
• 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: 275

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1,3-Diethyl 2-(3-chlorophenyl)propanedioate

There total 10 articles about 1,3-Diethyl 2-(3-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: 77.0%

η6-m-chlorophenylmalonate-η5-cyclopentadienyliron hexafluorophosphate → 2-(3-chlorophenyl)malonic acid diethyl ester (93307-66-5)

Guidance literature:

In neat (no solvent); pyrolytic sublimation (1h, 200-220°C, 1 torr); recovering by dissolution (CHCl3), evapn., purifn. of residue by passage through a column (F20 alumina, elution by CHCl3/CCl4);

Reference yield: 71.0%

ethyl 2-(3-chlorophenyl)acetate (14062-29-4) + Diethyl carbonate (105-58-8,76619-83-5) → 2-(3-chlorophenyl)malonic acid diethyl ester (93307-66-5)

Guidance literature:

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

DOI:10.1016/j.bmc.2006.12.029

Reference yield: 64.0%

1,3-diethyl 2-diazopropanedioate (5256-74-6) + (3-chlorophenyl)trimethoxysilane (53883-60-6) → 2-(3-chlorophenyl)malonic acid diethyl ester (93307-66-5)

Guidance literature:

With [Rh(OH)(cod)]2; tetrabutyl ammonium fluoride; tricyclohexylphosphine tetrafluoroborate; In 1,4-dioxane; water; at 100 ℃; for 5h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b00052

upstream raw materials:

ethanol

ethyl α-(3-chlorophenyl)-α-cyanoacetate

diethyl malonate

1,3-Dichlorobenzene

Downstream raw materials:

5-(3-chlorophenyl)pyrimidine-4,6-diol

{4-[6-chloro-5-(3-chlorophenyl)pyrimidin-4-ylethynyl]phenyl}dimethylamine

4,6-dichloro-5-(3-chlorophenyl)pyrimidine

3-(3-chlorophenyl)-4-hydroxy-6-methoxyquinolin-2(1H)-one