Diethyl (ethoxymethyl)malonate

Base Information

• Chemical Name: Diethyl (ethoxymethyl)malonate
• CAS No.: 40516-46-9
• Molecular Formula: C10H18 O5
• Molecular Weight: 218.25
• European Community (EC) Number: 254-950-8
• NSC Number: 160027
• UNII: ELK35ZB528
• DSSTox Substance ID: DTXSID00193527
• Nikkaji Number: J332.437K
• Wikidata: Q83066268
• Mol file: 40516-46-9.mol

Synonyms:40516-46-9;diethyl 2-(ethoxymethyl)malonate;Diethyl (ethoxymethyl)malonate;diethyl 2-(ethoxymethyl)propanedioate;EINECS 254-950-8;ELK35ZB528;Propanedioic acid, (ethoxymethyl)-, diethyl ester;NSC-160027;Propanedioic acid,2-(ethoxymethyl)-, 1,3-diethyl ester;NSC160027;Diethyl ethoxymethylmalonate;UNII-ELK35ZB528;SCHEMBL5767579;DTXSID00193527;Ethoxymethylmalonic acid diethyl ester;AKOS007930912;NSC 160027;FT-0654677;2-(ethoxymethyl)-propanedioic acid diethyl ester;1,3-DIETHYL 2-(ETHOXYMETHYL)PROPANEDIOATE;A825148;PROPANEDIOIC ACID, 2-(ETHOXYMETHYL)-, 1,3-DIETHYL ESTER

Chemical Property of Diethyl (ethoxymethyl)malonate

Chemical Property:

• Vapor Pressure: 0.00428mmHg at 25°C
• Boiling Point: 278.4°Cat760mmHg
• PKA: 11.74±0.59(Predicted)
• Flash Point: 116.8°C
• PSA: 61.83000
• Density: 1.052g/cm³
• LogP: 0.76530
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 218.11542367
• Heavy Atom Count: 15
• Complexity: 184

Purity/Quality:

99% ^*data from raw suppliers

DIETHYL 2-(ETHOXYMETHYL)MALONATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOCC(C(=O)OCC)C(=O)OCC

Technology Process of Diethyl (ethoxymethyl)malonate

There total 4 articles about Diethyl (ethoxymethyl)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: 99.0%

diethyl 2-ethoxymethylenemalonate (87-13-8) → diethyl (ethoxymethylene)malonate (40516-46-9)

Guidance literature:

With sodium tetrahydroborate; ruthenium trichloride; In tetrahydrofuran; water; at 20 ℃; for 5h;

DOI:10.1016/j.tetlet.2007.10.017

Reference yield:

diethyl 2-ethoxymethylenemalonate (87-13-8) → diethyl (ethoxymethylene)malonate (40516-46-9) + Diethyl methylmalonate (609-08-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; at 0 - 20 ℃; for 2h; Title compound not separated from byproducts;

Reference yield:

diethyl malonate (105-53-3) → diethyl (ethoxymethylene)malonate (40516-46-9)

Guidance literature:

With acetic anhydride; orthoformic acid triethyl ester; aluminium trichloride;

upstream raw materials:

diethyl 2-ethoxymethylenemalonate

diethyl malonate

ethyl chloromethyl ether

Downstream raw materials:

2-[(3-Phenyl-isothiazol-5-ylamino)-methylene]-malonic acid diethyl ester

6-ethoxycarbonyl-2-(2,4-dichlorophenyl)-5H-1,3,4-oxadiazolo(3,2-a)pyrimidin-5-one

2-phenylsulfanylmethylene-malonic acid diethyl ester

ethyl 1H-benzo[g]quinoline-4,5,10-trione-3-carboxylate

Refernces

• 1、 Reding, Matthew T.,Kaburagi, Yosuke,Tokuyama, Hidetoshi,Fukuyama, Tohru. "Synthesis of 2,3-disubstituted indoles by radical cyclization with hypophosphorous acid and its application to total synthesis of (±)-catharanthine". . p. 313 - 330. Retrieved 2007/10/03.
• 2、 -. "Method of preparing alkoxymethylenemalonic acid esters". . . Retrieved 2008/06/13.