Trimethylsilyl (phenylsulfanyl)acetate

Base Information

• Chemical Name: Trimethylsilyl (phenylsulfanyl)acetate
• CAS No.: 55724-31-7
• Molecular Formula: C11H16O2SSi
• Molecular Weight: 240.398
• DSSTox Substance ID: DTXSID30559273
• Nikkaji Number: J47.546G
• Wikidata: Q63396014

Synonyms:Trimethylsilyl (phenylsulfanyl)acetate;55724-31-7;DTXSID30559273;PHENYLTHIOACETIC ACID TRIMETHYLSILYL ESTER;Q63396014

Chemical Property of Trimethylsilyl (phenylsulfanyl)acetate

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 240.06402746
• Heavy Atom Count: 15
• Complexity: 207

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)OC(=O)CSC1=CC=CC=C1

Technology Process of Trimethylsilyl (phenylsulfanyl)acetate

There total 3 articles about Trimethylsilyl (phenylsulfanyl)acetate 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: 84.0%

chloro-trimethyl-silane (75-77-4) + (phenylthio)acetic acid (103-04-8) → trimethylsilyl 2-(thiophenoxy)acetate (55724-31-7)

Guidance literature:

(phenylthio)acetic acid; With pyridine; In tetrahydrofuran; at 0 ℃; for 0.5h;

chloro-trimethyl-silane; With 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; at 0 - 20 ℃; for 12h;

DOI:10.1016/j.tet.2007.01.026

Reference yield: 82.0%

(phenylthio)acetic acid (103-04-8) + 1,1,1,3,3,3-hexamethyl-disilazane (999-97-3) → trimethylsilyl 2-(thiophenoxy)acetate (55724-31-7)

Guidance literature:

With iodine; In neat (no solvent); at 20 ℃; for 55h; Green chemistry;

DOI:10.1016/j.tet.2016.08.003

Reference yield:

(phenylthio)acetic acid (103-04-8) + trimethylsilyl ketene acetal → trimethylsilyl 2-(thiophenoxy)acetate (55724-31-7)

Guidance literature:

In dichloromethane; at 20 ℃; for 1h; Yield given;

DOI:10.1016/S0040-4020(01)86786-7

upstream raw materials:

chloro-trimethyl-silane

(phenylthio)acetic acid

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

Downstream raw materials:

2-thiophenyl-1,1-bis(trimethylsilyloxy)ethene

(22Ξ,23Ξ)-3β-acetoxy-22-hydroxy-12-oxo-23-phenylsulfanyl-5β-chol-20-en-24-oic acid

α-(phenylthio)-β-hydroxybutyrolactone

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