Trimethylsulfonium iodide

Base Information

• Chemical Name: Trimethylsulfonium iodide
• CAS No.: 2181-42-2
• Deprecated CAS: 1232233-67-8
• Molecular Formula: C3H9S^.I
• Molecular Weight: 204.075
• Hs Code.: 29309070
• European Community (EC) Number: 218-555-4
• NSC Number: 36713
• UNII: 4Z1LIZ2LUN
• DSSTox Substance ID: DTXSID30883803
• Wikidata: Q2453392
• ChEMBL ID: CHEMBL25340
• Mol file: 2181-42-2.mol

Synonyms:trimethylsulfonium;trimethylsulfonium chloride;trimethylsulfonium hydroxide;trimethylsulfonium iodide;trimethylsulfonium nitrate;trimethylsulphonium chloride

Chemical Property of Trimethylsulfonium iodide

Chemical Property:

• Appearance/Colour: white to yellowish crystalline solid
• Melting Point: 215-220 °C(lit.)
• PSA: 25.30000
• Density: 1.6554 (estimate)
• LogP: -2.50190
• Storage Temp.: Store below +30°C.
• Sensitive.: Light Sensitive
• Solubility.: 400g/l
• Water Solubility.: soluble
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 203.94697
• Heavy Atom Count: 5
• Complexity: 8

Purity/Quality:

99% ^*data from raw suppliers

Trimethylsulfonium Iodide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Sulfur Compounds
• Canonical SMILES: C[S+](C)C.[I-]
• Uses: Trimethylsulfonium iodide is a salt that is usually dissolved in strong base in order to synthesize epoxides in-situ. Trimethylsulfonium iodide also has the potential to inhibit human placental diamine oxidase.

Technology Process of Trimethylsulfonium iodide

There total 70 articles about Trimethylsulfonium iodide 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: 100.0%

methylthiol (74-93-1) + methyl iodide (74-88-4) → trimethylsulphonium iodide (2181-42-2)

Guidance literature:

In chloroform; for 5h; Ambient temperature;

DOI:10.1021/jo9620977

Reference yield: 96.0%

dimethylsulfide (75-18-3) + diiodomethane (75-11-6) → trimethylsulphonium iodide (2181-42-2)

Guidance literature:

In acetonitrile; at 50 ℃; for 168h;

DOI:10.1021/jo000015f

Reference yield: 90.0%

dimethylsulfide (75-18-3) + methyl iodide (74-88-4) → trimethylsulphonium iodide (2181-42-2)

Guidance literature:

In ethanol; for 24h; Ambient temperature;

DOI:10.1021/ja00344a038

upstream raw materials:

dimethylsulfide

acetyl iodide

ethanol

dimethyl-ethylsulphonium iodide

Downstream raw materials:

dimethylsulfide

methyl iodide

trimethylsulphonium hydroxide

6-methyl-1-oxa-6-azaspiro<2.5>octane

Refernces

Synthesis of Dibenzo[h,rst]pentaphenes and Dibenzo[fg,qr]pentacenes by the Chemoselective C-O Arylation of Dimethoxyanthraquinones

10.1021/acs.orglett.7b01666

This research describes a convenient method for synthesizing dibenzo[h,rst]pentaphenes and dibenzo[fg,qr]pentacenes, which are polycyclic aromatic hydrocarbons (PAHs) with potential applications as organic semiconductors. The process involves ruthenium-catalyzed chemoselective C?O arylation of dimethoxyanthraquinones with arylboronates, leading to diarylation products that can be further transformed into the target PAHs through a two-step procedure consisting of a Corey?Chaykovsky reaction and subsequent dehydrative aromatization. The synthesized compounds were found to exhibit hole-transporting characteristics, making them suitable for use in organic field-effect transistors (OFETs). Key chemicals used in the process include 1,4- and 1,5-dimethoxyanthraquinones, arylboronates, trimethylsulfonium iodide, sodium hydride, and various Lewis acid catalysts such as InCl3 and SnCl2.

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