Diethyl Methyl-d3-malonate

Base Information

• Chemical Name: Diethyl Methyl-d3-malonate
• CAS No.: 54840-57-2
• Molecular Formula: C8H11D3O4
• Molecular Weight: 0
• DSSTox Substance ID: DTXSID60441354
• Nikkaji Number: J1.211.045F
• Wikidata: Q82258111
• Mol file: 54840-57-2.mol

Synonyms:Diethyl Methyl-d3-malonate;54840-57-2;diethyl 2-(trideuteriomethyl)propanedioate;SCHEMBL14133325;DTXSID60441354;AKOS030254436;CS-T-52810

Chemical Property of Diethyl Methyl-d3-malonate

Chemical Property:

• Vapor Pressure: 0.264mmHg at 25°C
• Refractive Index: 1.421
• Boiling Point: 198-1990C
• Flash Point: 76.667°C
• PSA: 52.60000
• Density: 1.055g/cm³
• LogP: 0.74870
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform, Ethyl Acetate (Slightly)
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 177.10803916
• Heavy Atom Count: 12
• Complexity: 146

Purity/Quality:

99%, ^*data from raw suppliers

Diethyl Methyl-d3-malonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C)C(=O)OCC
• Isomeric SMILES: [2H]C([2H])([2H])C(C(=O)OCC)C(=O)OCC
• Uses: Diethyl Methyl-d3-malonate (cas# 54840-57-2) is a compound useful in organic synthesis.

Technology Process of Diethyl Methyl-d3-malonate

There total 6 articles about Diethyl Methyl-d3-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: 93.0%

diethyl allylmethyl-d3-malonate → diethyl 2-[methyl-2H3]methylmalonate (54840-57-2)

Guidance literature:

With titanium(II) diisopropoxide; isopropylmagnesium bromide; In diethyl ether; at -45 ℃; for 1h;

DOI:10.1002/(SICI)1099-1344(199911)42:11<1085::AID-JLCR264>3.0.CO;2-4

Reference yield: 87.0%

iodomethane-d3 (865-50-9) + diethyl malonate (105-53-3) → diethyl 2-[methyl-2H3]methylmalonate (54840-57-2)

Guidance literature:

diethyl malonate; With sodium; In ethanol; at 0 ℃; for 0.5h;

iodomethane-d3; In ethanol; at 0 - 20 ℃; for 5h;

Reference yield:

iodomethane-d3 (865-50-9) + diethyl malonate (105-53-3) → diethyl 2-[methyl-2H3]methylmalonate (54840-57-2) + diethyl dimethylmalonate-d6 (14575-07-6)

Guidance literature:

diethyl malonate; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 0.5h;

iodomethane-d3; In tetrahydrofuran; for 2h; Title compound not separated from byproducts; Heating;

DOI:10.1002/jlcr.881

upstream raw materials:

sodium diethylmalonate

iodomethane-d3

diethyl malonate

(2-propenyl)propanedioic acid diethyl ester

Downstream raw materials:

1-bromo<3,3,3-2H3>propane

<3,3,3-2H3>propionic acid

(²H₅)propan(²H)oic acid

[2H3]methylmalonic acid