Diethyl ethylidenemalonate

Base Information

• Chemical Name: Diethyl ethylidenemalonate
• CAS No.: 1462-12-0
• Molecular Formula: C9H14O4
• Molecular Weight: 186.208
• Hs Code.: 2917190090
• European Community (EC) Number: 215-965-5
• NSC Number: 1084
• UNII: 5SQM649798
• DSSTox Substance ID: DTXSID7074531
• Nikkaji Number: J121.407A
• Mol file: 1462-12-0.mol

Synonyms:Diethyl ethylidenemalonate;1462-12-0;Diethyl 2-ethylidenemalonate;Propanedioic acid, ethylidene-, diethyl ester;diethyl 2-ethylidenepropanedioate;1,3-diethyl 2-ethylidenepropanedioate;2-ethylidenemalonic acid diethyl ester;AI3-04935;Ethyl 2-ethoxycarbonyl-2-butenoate;Ethylidenemalonic acid diethyl ester;NSC-1084;EINECS 215-965-5;MFCD00009145;5SQM649798;diethylethylidene malonate;diethyl ethylidene malonate;Diethyl2-ethylidenemalonate;Diethyl ethylidenepropanedioate;Diethyl 2-ethylidenemalonate #;SCHEMBL1942274;DTXSID7074531;UNII-5SQM649798;Diethyl ethylidenemalonate, 99%;NSC1084;BAA46212;NSC 1084;AKOS023552892;AM84421;CS-W016906;1-PROPYLIDENE-1, DIETHYL ESTER;Ethylidenepropanedioic acid diethyl ester;Malonic acid, ethylidene-, diethyl ester;DS-11294;SY014755;2-ethylidene-propanedioic acid diethyl ester;FT-0624782;D71114;EN300-118181;A808470;J-008204;Propanedioic acid, 2-ethylidene-, 1,3-diethyl ester;PROPANEDIOIC ACID,2-ETHYLIDENE-, 1,3-DIETHYL ESTER

Chemical Property of Diethyl ethylidenemalonate

Chemical Property:

• Vapor Pressure: 0.0601mmHg at 25°C
• Refractive Index: n20/D 1.442(lit.)
• Boiling Point: 232.1 °C at 760 mmHg
• Flash Point: 85.1 °C
• PSA: 52.60000
• Density: 1.049 g/cm³
• LogP: 1.05890
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 186.08920892
• Heavy Atom Count: 13
• Complexity: 198

Purity/Quality:

99% ^*data from raw suppliers

Diethyl 2-ethylidenemalonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of Diethyl ethylidenemalonate

There total 21 articles about Diethyl ethylidenemalonate 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: 98.0%

2-Ethyl-2-methylselanyl-malonic acid diethyl ester (80436-86-8) → diethyl ethylidenemalonate (1462-12-0)

Guidance literature:

With dihydrogen peroxide; In dichloromethane; at 25 ℃; for 0.25h;

DOI:10.1016/S0040-4039(01)81822-0

Reference yield: 98.0%

2-(2-Methyl-1λ4-naphtho[1,8-de][1,3]dithiin-1-ylidene)-malonic acid diethyl ester (172845-79-3) → diethyl ethylidenemalonate (1462-12-0) + 1,8-naphthalenedisulfide (209-22-3)

Guidance literature:

In dichloromethane; Ambient temperature; Irradiation;

DOI:10.1016/0040-4039(95)01702-J

Reference yield: 95.0%

[N-(p-tolylsulfonyl)imino]phenyliodinane (55962-05-5) + ethyl diethyl malonate (133-13-1) → diethyl ethylidenemalonate (1462-12-0) + diethyl 2-(1-(4-methylphenylsulfonamido)ethyl)malonate (1373511-56-8)

Guidance literature:

With 1,10-Phenanthroline; copper(II) bis(trifluoromethanesulfonate); In dichloromethane; at 20 ℃; for 4h; Molecular sieve; Inert atmosphere;

DOI:10.1021/ja301415k

upstream raw materials:

ethanol

ethylidene-malonic acid

acetaldehyde

diethyl malonate

Downstream raw materials:

tetraethyl 2-methylpropane-1,1,3,3-tetracarboxylate

malonic acid

ethylidene-malonic acid

acetic anhydride

Refernces

• 1、 Shrivastava, Sushant K.,Srivastava, Pavan,Bandresh, Robin,Tripathi, Prabhash Nath,Tripathi, Avanish. "Design, synthesis, and biological evaluation of some novel indolizine derivatives as dual cyclooxygenase and lipoxygenase inhibitor for anti-inflammatory activity". . p. 4424 - 4432. Retrieved 2017.
• 2、 -. "PYRIMIDONE DERIVATIVES AS SELECTIVE CYTOTOXIC AGENTS AGAINST HIV INFECTED CELLS". . . Retrieved 2020/07/14.