(2-MERCAPTOETHYL)TRIMETHYLSILANE

Base Information

• Chemical Name: (2-MERCAPTOETHYL)TRIMETHYLSILANE
• CAS No.: 18143-30-1
• Molecular Formula: C5H14 S Si
• Molecular Weight: 134.318
• Hs Code.: 2931900090
• European Community (EC) Number: 628-469-2
• DSSTox Substance ID: DTXSID10171139
• Nikkaji Number: J49.807F
• Wikidata: Q83041222
• Mol file: 18143-30-1.mol

Synonyms:2-(Trimethylsilyl)ethanethiol;2-Mercaptoethyltrimethylsilane

Chemical Property of (2-MERCAPTOETHYL)TRIMETHYLSILANE

Chemical Property:

• Vapor Pressure: 7.8mmHg at 25°C
• Refractive Index: n20/D 1.454(lit.)
• Boiling Point: 140°Cat760mmHg
• Flash Point: 29.4°C
• PSA: 38.80000
• Density: 0.835g/cm³
• LogP: 2.25440
• Storage Temp.: 2-8°C
• Solubility.: Soluble in MeOH, CH2Cl2, THF, and most organic solvents.
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 134.05854815
• Heavy Atom Count: 7
• Complexity: 46.5

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Trimethylsilanyl-ethanethiol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C[Si](C)(C)CCS
• Physical properties: bp 144–146 °C [52–54 °C (25 Torr)]; d 0.850.
• Uses: 2-(Trimethylsilyl)ethanethiol is a reagent used as a monoprotected sulfide dianion equivalent for the two-step installation of a divalent sulfur atom into organic molecules. It participates in the reactions of Thiol Substitution Reactions, Source of Sulfur Acid Derivatives, etc.

Technology Process of (2-MERCAPTOETHYL)TRIMETHYLSILANE

There total 2 articles about (2-MERCAPTOETHYL)TRIMETHYLSILANE 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: 99.7%

S-[2-(trimethylsilyl)ethyl] thioacetate (18269-56-2) → 2-trimethylsilylethanethiol (18143-30-1)

Guidance literature:

With potassium carbonate; In methanol; diethyl ether; water; at 20 ℃; for 3.5h;

Reference yield: 78.0%

ethenyltrimethylsilane (754-05-2) → 2-trimethylsilylethanethiol (18143-30-1)

Guidance literature:

With sodium ethanolate; In tetrahydrofuran; at 20 ℃; for 12h;

DOI:10.1021/jo050576c

Reference yield: 100.0%

2-trimethylsilylethanethiol (18143-30-1) + (S)-3-(4-bromo-phenyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (1026090-01-6) → (S)-3-[4-(2-trimethylsilanyl-ethylsulfanyl)-phenyl]-pyrrolidine-1-carboxylic acid tert-butyl ester (1026089-22-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 95 - 100 ℃; for 20h;

upstream raw materials:

S-[2-(trimethylsilyl)ethyl] thioacetate

ethenyltrimethylsilane

Downstream raw materials:

Diphenyl-[2-(2-trimethylsilanyl-ethylsulfanyl)-ethyl]-amine

3-phenylpropyl 2-(trimethylsilyl)ethyl sulfide

1-trimethylsilanyl-2-(2-trimethylsilanyl-ethyldisulfanyl)-ethane

Toluene-4-thiosulfonic acid S-(2-trimethylsilanyl-ethyl) ester