Diethyl methoxymethylenemalonate

Base Information

• Chemical Name: Diethyl methoxymethylenemalonate
• CAS No.: 40131-09-7
• Molecular Formula: C9H14 O5
• Molecular Weight: 202.207
• Hs Code.: 2918990090
• European Community (EC) Number: 254-803-8
• DSSTox Substance ID: DTXSID20193160
• Nikkaji Number: J332.369B
• Mol file: 40131-09-7.mol

Synonyms:Diethyl methoxymethylenemalonate;40131-09-7;diethyl 2-(methoxymethylidene)propanedioate;EINECS 254-803-8;diethyl 2-(methoxymethylene)malonate;SCHEMBL214459;DTXSID20193160;LQAWZEZWVLAIHL-UHFFFAOYSA-N;diethyl (methoxymethylidene)propanedioate;Methoxymethylenemalonic acid diethyl ester;InChI=1/C9H14O5/c1-4-13-8(10)7(6-12-3)9(11)14-5-2/h6H,4-5H2,1-3H

Chemical Property of Diethyl methoxymethylenemalonate

Chemical Property:

• Vapor Pressure: 0.0345mmHg at 25°C
• Boiling Point: 242.2°C at 760 mmHg
• Flash Point: 98.4°C
• PSA: 61.83000
• Density: 1.099g/cm³
• LogP: 0.64290
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 202.08412354
• Heavy Atom Count: 14
• Complexity: 211

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Diethyl methoxymethylenemalonate

There total 4 articles about Diethyl methoxymethylenemalonate 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: 95.0%

methanol (67-56-1) + diethyl 2-(chloromethylene)malonate (28783-51-9) → diethyl methoxymethylenemalonate (40131-09-7)

Guidance literature:

With pyridine; for 0.25h; Ambient temperature;

DOI:10.1016/S0957-4166(97)00018-9

Reference yield:

diethyl 2-(hydroxymethylene)malonate (20734-18-3) → diethyl methoxymethylenemalonate (40131-09-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / SOCl₂, DMF / toluene / Heating

2: 95 percent / pyridine / 0.25 h / Ambient temperature

With pyridine; thionyl chloride; N,N-dimethyl-formamide; In toluene;

DOI:10.1016/S0957-4166(97)00018-9

Reference yield:

diethyl malonate (105-53-3) + trimethyl orthoformate (149-73-5) → diethyl methoxymethylenemalonate (40131-09-7)

Guidance literature:

With acetic anhydride;

DOI:10.1002/mrc.1522

upstream raw materials:

methanol

diethyl 2-(chloromethylene)malonate

diethyl malonate

trimethyl orthoformate

Downstream raw materials:

diethyl 2-[(4-tert-butylthiazol-2-ylamino)methylene]malonate

ethyl 2-ethoxycarbonyl-3-[3-(trifluoromethylthio)anilino]-2-propenoate

ethyl 7-bromo-4-oxo-1,4-dihydro-1,5-naphthyridine-3 -carboxylate

ethyl 1-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylate