(Dimethylphenylsilyl)acetic acid ethyl ester

Base Information

• Chemical Name: (Dimethylphenylsilyl)acetic acid ethyl ester
• CAS No.: 13950-56-6
• Molecular Formula: C12H18 O2 Si
• Molecular Weight: 222.359
• NSC Number: 108054
• DSSTox Substance ID: DTXSID20930491
• Nikkaji Number: J303.523I
• Wikidata: Q82905869
• Mol file: 13950-56-6.mol

Synonyms:13950-56-6;NSC108054;DTXSID20930491;Ethyl [dimethyl(phenyl)silyl]acetate;NSC-108054

Chemical Property of (Dimethylphenylsilyl)acetic acid ethyl ester

Chemical Property:

• Vapor Pressure: 0.00351mmHg at 25°C
• Boiling Point: 281.7°Cat760mmHg
• Flash Point: 105.7°C
• Density: 0.97g/cm³
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 222.107606347
• Heavy Atom Count: 15
• Complexity: 208

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (Dimethylphenylsilyl)acetic acid ethyl ester

There total 6 articles about (Dimethylphenylsilyl)acetic acid ethyl ester 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%

ethyl bromoacetate (105-36-2) + phenyldimethylsilyl chloride (768-33-2) → ethyl [2-(dimethylphenyl)silyl]ethanoate (13950-56-6)

Guidance literature:

With iodine; zinc; In diethyl ether; benzene; for 2.5h; Heating; i137;

DOI:10.1039/b201520j

Reference yield: 95.0%

ethyl acetate (141-78-6) + phenyldimethylsilyl chloride (768-33-2) → ethyl [2-(dimethylphenyl)silyl]ethanoate (13950-56-6)

Guidance literature:

ethyl acetate; With n-butyllithium; lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 0.75h; Inert atmosphere;

phenyldimethylsilyl chloride; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 4.5h; Inert atmosphere;

DOI:10.1246/cl.160975

Reference yield: 80.0%

diazoacetic acid ethyl ester (623-73-4) + Dimethylphenylsilane (766-77-8) → ethyl [2-(dimethylphenyl)silyl]ethanoate (13950-56-6)

Guidance literature:

With C₂H₃CuN⁽¹⁺⁾*C₉HBBr₉N₆^(1-); In dichloromethane; at 20 ℃; for 12h;

DOI:10.1039/c2dt31460f

upstream raw materials:

chloroformic acid ethyl ester

[(dimethylphenylsilyl)methyl]magnesium chloride

diazoacetic acid ethyl ester

Dimethylphenylsilane

Downstream raw materials:

ethyl-2-(dimethylphenylsilyl)pent-4-enoate

(E)-2-(Dimethyl-phenyl-silanyl)-hex-4-en-1-ol

4-(dimethylphenylsilyl)hept-6-en-3-one

2-(dimethylphenylsilyl)pent-4-enol

Refernces

• 1、 Bourne,A.J.,Jarvie,A.W.P.. "-". . p. 335 - 340. Retrieved 1970.
• 2、 Kidonakis, Marios,Stratakis, Manolis. "Au Nanoparticle-Catalyzed Insertion of Carbenes from α-Diazocarbonyl Compounds into Hydrosilanes". supporting information. p. 4086 - 4089. Retrieved 2018/07/15.