Bis(methylthio)(trimethylsilyl)methane

Base Information

• Chemical Name: Bis(methylthio)(trimethylsilyl)methane
• CAS No.: 37891-79-5
• Molecular Formula: C6H16 S2 Si
• Molecular Weight: 180.411
• Hs Code.: 2931900090
• European Community (EC) Number: 678-055-0
• DSSTox Substance ID: DTXSID30451662
• Nikkaji Number: J1.255.324B
• Mol file: 37891-79-5.mol

Synonyms:Bis(methylthio)(trimethylsilyl)methane;37891-79-5;bis(methylsulfanyl)methyl-trimethylsilane;Trimethylbis(methylthio)methylsilane;[bis(methylsulfanyl)methyl]trimethylsilane;MetrizoicAcid;Bis(methylthio)methyltrimethylsilane;SCHEMBL9665484;DTXSID30451662;QEPMPXAUMUWNNO-UHFFFAOYSA-N;Bis(methylthio)trimethylsilylmethane;Trimethylsilylbis(methylthio)methane;Trimethylsilyl-bis(methylthio)methane;MFCD01631301;(bis(methylthio)methyl)trimethylsilane;AKOS006229377;bis(methylsulphanyl)trimethylsilylmethane;B2004;CS-0205338;T70852

Chemical Property of Bis(methylthio)(trimethylsilyl)methane

Chemical Property:

• Vapor Pressure: 0.549mmHg at 25°C
• Refractive Index: 1.48
• Boiling Point: 196.8°C at 760 mmHg
• Flash Point: 72.8°C
• PSA: 50.60000
• Density: 0.941g/cm³
• LogP: 3.33580
• Solubility.: insol H2O; sol organic solvents.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 180.04626939
• Heavy Atom Count: 9
• Complexity: 73.6

Purity/Quality:

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

Bis(methylthio)(trimethylsilyl)methane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)C(SC)SC
• Physical properties: bp 67–70°C/10 mmHg.
• Uses: Bis(methylthio)(trimethylsilyl)methane is a reagent used for synthesis of bis(methylthio)ketene acetals from aldehydes and ketones;acyl anion synthon for conjugate additions to enones and enoates;useful for one-carbon homologations.The bis(methylthio)ketene acetals are useful synthetic intermediates because they are readily converted into S-methyl thioesters (eq 9) or the corresponding carboxylic acids and esters.

Technology Process of Bis(methylthio)(trimethylsilyl)methane

There total 1 articles about Bis(methylthio)(trimethylsilyl)methane 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: 90.0%

chloro-trimethyl-silane (75-77-4) + 2,4-dithiapentane (1618-26-4) → bis(methylsulfanyl)trimethylsilylmethane (37891-79-5)

Guidance literature:

2,4-dithiapentane; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 4h;

chloro-trimethyl-silane; In tetrahydrofuran; hexane; at 20 ℃; for 15h;

DOI:10.1016/j.jfluchem.2005.06.003

Reference yield: 99.0%

bis(methylsulfanyl)trimethylsilylmethane (37891-79-5) + methyl 2-(3-bromopropyl) benzoate (165803-48-5) → methyl 2-(4,4-bis(methylthio)-4-(trimethylsilyl)-butyl)benzoate (1176904-69-0)

Guidance literature:

bis(methylsulfanyl)trimethylsilylmethane; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; Inert atmosphere;

methyl 2-(3-bromopropyl) benzoate; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2009.01.119

Reference yield: 96.2%

bis(methylsulfanyl)trimethylsilylmethane (37891-79-5) + 1-(4-phenoxyphenyl)propan-1-one (889-26-9) → 1,1-Bis(methylthio)-2-(4-phenoxyphenyl)-1-butene

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane;

upstream raw materials:

chloro-trimethyl-silane

2,4-dithiapentane

Downstream raw materials:

1,1-bis(methylthio)ethylene

3--1-cyclohexanon

3-Phenyl-1,1-bis(phenylthio)-1-buten

bis(methylthio)methylene cyclohexane

Refernces

• 1、 Kikelj, Vincent,Plantier-Royon, Richard,Portella, Charles. "A new short and efficient route to 3-deoxy-D-manno-oct-2-ulosonic acid (KDO) and 3-Deoxy-D-arabino-hept-2-ulosonic acid (DAH)". . p. 1200 - 1204. Retrieved 2007/10/03.