Ethyl trimethylsilyl malonate

Base Information

• Chemical Name: Ethyl trimethylsilyl malonate
• CAS No.: 18457-03-9
• Molecular Formula: C8H16 O4 Si
• Molecular Weight: 204.298
• Hs Code.: 2931900090
• European Community (EC) Number: 242-340-4
• DSSTox Substance ID: DTXSID20171589
• Nikkaji Number: J222.208F
• Wikidata: Q83041668
• Mol file: 18457-03-9.mol

Synonyms:Ethyl trimethylsilyl malonate;18457-03-9;1-O-ethyl 3-O-trimethylsilyl propanedioate;EINECS 242-340-4;mono-Ethyl malonate, TMS derivative;SCHEMBL453324;DTXSID20171589;Ethyl trimethylsilyl malonate, 97%;AKOS015912750;Mono-ethylmalonate, trimethylsilyl ester;3-(METHOXYCARBAMOYL)PHENYLBORONICACID;FT-0695003;Propanedioic acid,1-ethyl 3-(trimethylsilyl)ester;J-011824;Propanedioic acid 1-ethyl 3-(trimethylsilyl) ester

Chemical Property of Ethyl trimethylsilyl malonate

Chemical Property:

• Vapor Pressure: 0.0109mmHg at 25°C
• Refractive Index: n20/D 1.416(lit.)
• Boiling Point: 262.4°Cat760mmHg
• Flash Point: 62.9°C
• PSA: 52.60000
• Density: 1.004g/cm³
• LogP: 1.31770
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 204.08178552
• Heavy Atom Count: 13
• Complexity: 195

Purity/Quality:

98%Min ^*data from raw suppliers

Ethyl trimethylsilyl malonate 97% ^*data from reagent suppliers

Safty Information:

• Statements: 10
• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)CC(=O)O[Si](C)(C)C

Technology Process of Ethyl trimethylsilyl malonate

There total 3 articles about Ethyl trimethylsilyl 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: 97.0%

hydrogen ethyl malonate (1071-46-1) + 1,1,1,3,3,3-hexamethyl-disilazane (999-97-3) → Ethyl trimethylsilyl malonate (18457-03-9)

Guidance literature:

With saccharin; In dichloromethane; for 1.5h; Heating;

DOI:10.1021/jo00141a031

Reference yield:

chloro-trimethyl-silane (75-77-4) + ethyl potassium malonate (6148-64-7) → Ethyl trimethylsilyl malonate (18457-03-9)

Guidance literature:

chloro-trimethyl-silane; ethyl potassium malonate; In acetonitrile; for 8h;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 0 ℃; for 0.5h;

Reference yield:

chloro-trimethyl-silane (75-77-4) + hydrogen ethyl malonate (1071-46-1) → Ethyl trimethylsilyl malonate (18457-03-9)

Guidance literature:

With triethylamine; In toluene;

DOI:10.1007/BF00909019

upstream raw materials:

chloro-trimethyl-silane

hydrogen ethyl malonate

1,1,1,3,3,3-hexamethyl-disilazane

ethyl potassium malonate

Downstream raw materials:

4-(4-Ethoxycarbonyl-3-oxo-butyl)-benzoic acid methyl ester

ethyl (2,5-dichloro-3,4,6-trifluorobenzoyl)-acetate

3-[2,4-dichloro-5-(2-chloro-4,6-difluoro-phenylamino)-phenyl]-3-oxo-propionic acid ethyl ester

ethyl trans-4-methyl-3-oxo-4-hexenoate

Refernces

• 1、 Guzman-Perez, Angel,Wester, Ronald T.,Allen, Mary C.,Brown, Janice A.,Buchholz, Allan R.,Cook, Ewell R.,Day, Wesley W.,Hamanaka, Ernest S.,Kennedy, Scott P.,Knight, Delvin R.,Kowalczyk, Paul J.,Marala, Ravi B.,Mularski, Christian J.,Novomisle, William A.,Ruggeri, Roger B.,Tracey,Hill, Roger J.. "Discovery of zoniporide: A potent and selective sodium-hydrogen exchanger type 1 (NHE-1) inhibitor with high aqueous solubility". . p. 803 - 807. Retrieved 2007/10/03.