Diethyl diethylmalonate

Base Information

• Chemical Name: Diethyl diethylmalonate
• CAS No.: 77-25-8
• Molecular Formula: C11H20O4
• Molecular Weight: 216.277
• Hs Code.: 29171900
• European Community (EC) Number: 201-016-2
• NSC Number: 8710
• UNII: CEH13944YQ
• DSSTox Substance ID: DTXSID0058807
• Nikkaji Number: J36.622F
• Wikidata: Q1223262
• Mol file: 77-25-8.mol

Synonyms:Diethyl diethylmalonate;77-25-8;Diethyl 2,2-diethylmalonate;Propanedioic acid, diethyl-, diethyl ester;Diethylmalonic ester;Diethylmalonic acid diethyl ester;Diethylmalonate diethyl ester;Diethyl Diethylmalonate Diethyl;diethyl 2,2-diethylpropanedioate;Diethyl 3,3-pentanedicarboxylate;Diethylmalonic acid, diethyl ester;1,3-diethyl 2,2-diethylpropanedioate;Malonic acid, diethyl-, diethyl ester;UNII-CEH13944YQ;CEH13944YQ;NSC 8710;NSC-8710;EINECS 201-016-2;MFCD00009132;AI3-05640;2,2-Diethylpropanedioic acid 1,3-diethyl ester;Diethyldiethylmalonate;Diethyl=diethylmalonate;Diathylmalonsaurediathylester;DIethyl-DIETHYLMALONATE;Diethyl diethylmalonate, 98%;Diethyl 2,2-diethylmalonate #;SCHEMBL1244565;DTXSID0058807;NSC8710;diethyl-malonic acid diethyl ester;DIETHYL DIETHYLMALONATE [MI];AC8306;AKOS009157408;2,2-diethyl-malonic acid diethyl ester;AS-59032;SY033278;2,2-diethyl-propanedioic acid diethyl ester;CS-0152609;D0867;FT-0624835;EN300-85218;A839018;Q1223262;W-104323;Propanedioic acid, 2,2-diethyl-, 1,3-diethyl ester;3,3-PENTANEDICARBOXYLIC ACID,DIETHYL ESTER (DIETHYL MALONATE,DIETHYL ESTER)

Chemical Property of Diethyl diethylmalonate

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 0.0712mmHg at 25°C
• Refractive Index: n20/D 1.423(lit.)
• Boiling Point: 229 °C at 760 mmHg
• Flash Point: 94.4 °C
• PSA: 52.60000
• Density: 0.996 g/cm³
• LogP: 1.91900
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform, Methanol (Sparingly)
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 216.13615911
• Heavy Atom Count: 15
• Complexity: 199

Purity/Quality:

99% ^*data from raw suppliers

Diethyl Diethylmalonate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC(CC)(C(=O)OCC)C(=O)OCC
• Uses: Diethyl Diethylmalonate is an intermediate in the synthesis of Barbital (B118500), a prototype of the barbiturate hypnotics.

Technology Process of Diethyl diethylmalonate

There total 31 articles about Diethyl diethylmalonate 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: 99.1%

diethyl sulfate (64-67-5) + diethyl malonate (105-53-3) → diethyl diethylmalonate (77-25-8)

Guidance literature:

diethyl malonate; With sodium hydride; In toluene; at 50 ℃; for 3h;

diethyl sulfate; In toluene; at 80 ℃; for 3h; Temperature; Catalytic behavior;

Reference yield: 83.0%

ethyl bromide (74-96-4) + diethyl malonate (105-53-3) → diethyl diethylmalonate (77-25-8)

Guidance literature:

With ethanol; sodium; at 20 ℃; for 6h;

DOI:10.1021/acs.orglett.5b00131

Reference yield: 80.0%

ethyl iodide (75-03-6) + sodium salt of diethyl malonate → diethyl diethylmalonate (77-25-8)

Guidance literature:

upstream raw materials:

ethanol

diethyl malonic acid

diethyl ether

sodium diethylmalonate

Downstream raw materials:

acide diethyl-5,5 imino-2 barbiturique

2-amino-5,5-diethyl-1H-pyrimidine-4,6-dione

diethylbarbituric acid

1,5,5-Triethylbarbitursaeure

Refernces

• 1、 -. "COMPOUNDS AND USES". Page/Page column 21. . Retrieved 2019/11/04.
• 2、 Katritzky, Alan R.,Aurrecoechea, Jose M.. "Alkylation of Monosubstituted Malonate Anions With Pyridinium and Quinolinium Salts". . p. 342 - 345. Retrieved 2007/10/02.