Ethyl 3-[dimethyl(phenyl)silyl]propanoate

Base Information

• Chemical Name: Ethyl 3-[dimethyl(phenyl)silyl]propanoate
• CAS No.: 18192-31-9
• Molecular Formula: C13H20 O2 Si
• Molecular Weight: 236.386
• NSC Number: 96870
• DSSTox Substance ID: DTXSID90294517
• Wikidata: Q82033871
• Mol file: 18192-31-9.mol

Synonyms:18192-31-9;ethyl 3-[dimethyl(phenyl)silyl]propanoate;NSC96870;DTXSID90294517;NSC-96870

Chemical Property of Ethyl 3-[dimethyl(phenyl)silyl]propanoate

Chemical Property:

• Vapor Pressure: 0.000888mmHg at 25°C
• Boiling Point: 304.2°Cat760mmHg
• Flash Point: 117.5°C
• Density: 0.96g/cm³
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 236.123256411
• Heavy Atom Count: 16
• Complexity: 220

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC[Si](C)(C)C1=CC=CC=C1

Technology Process of Ethyl 3-[dimethyl(phenyl)silyl]propanoate

There total 6 articles about Ethyl 3-[dimethyl(phenyl)silyl]propanoate 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%

Dimethylphenylsilane (766-77-8) + ethyl acrylate (140-88-5,9003-32-1) → ethyl 3-(dimethylphenylsilyl)propionate (18192-31-9)

Guidance literature:

With (bis(diisopropylphenyl-imidazol-2-ylidene)phenyl)CoN₂; In benzene; at 20 ℃; for 3h; chemoselective reaction;

DOI:10.1021/acscatal.6b01091

Reference yield: 47.0%

(iodomethyl)dimethylphenylsilane (769-00-6) + sodium ethyl acetylacetate enolate (1007476-32-5) → ethyl 3-(dimethylphenylsilyl)propionate (18192-31-9)

Guidance literature:

In not given;

DOI:10.1021/ja01161a021

Reference yield: 35.0%

N-(2-methylpropylidene)benzylamine-N-oxide (105623-17-4,115869-93-7) + ethyl (E)-3-dimethylphenylsilyl-2-propenoate (223245-66-7) → cis-N-benzyl-4-(dimethylphenylsilyl)-5-isopropylpyrrolidin-2-one + trans-N-benzyl-4-(dimethylphenylsilyl)-5-isopropylpyrrolidin-2-one + ethyl 3-(dimethylphenylsilyl)propionate (18192-31-9)

Guidance literature:

N-(2-methylpropylidene)benzylamine-N-oxide; ethyl (E)-3-dimethylphenylsilyl-2-propenoate; With samarium diiodide; water; In tetrahydrofuran; at -78 ℃; for 28h; Inert atmosphere;

With acetic acid; zinc; In tetrahydrofuran; at 80 ℃; optical yield given as %de; Sonication; Inert atmosphere;

DOI:10.1021/ol203396s

upstream raw materials:

(iodomethyl)dimethylphenylsilane

ethyl acetoacetate

Dimethylphenylsilane

ethyl acrylate

Downstream raw materials:

3-(dimethylphenylsilyl)-1,1-dimethyl-1-propanol

ethyl 3-(dimethylphenylsilyl)-2,2-dimethylpropionate

3-(dimethylphenylsilyl)-1-[1,1-2H₂]propanol

3-(dimethyl(phenyl)silyl)propionyl chloride

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