28608-92-6

Basic information

• Product Name: 1-methylthiolanium iodide
• Synonyms: 1-methylthiolanium iodide
• CAS NO: 28608-92-6
• Molecular Formula: C₅H₁₁S*I
• Molecular Weight: 0
• Mol File: 28608-92-6.mol
• Article Data: 8

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• CAS DataBase Reference: 1-methylthiolanium iodide(CAS DataBase Reference)
• NIST Chemistry Reference: 1-methylthiolanium iodide(28608-92-6)
• EPA Substance Registry System: 1-methylthiolanium iodide(28608-92-6)

Safety Data

• Hazardous Substances Data: 28608-92-6(Hazardous Substances Data)

Usage

Quaternary Ammonium Salt

A type of compound with a positively charged nitrogen atom, which is commonly used as a catalyst in various organic reactions.

Catalytic Activity

1-methylthiolanium iodide is often used as a catalyst in the synthesis of organic compounds, promoting and accelerating the progress of chemical reactions.

Molecular Structure

The structure of 1-methylthiolanium iodide consists of a methyl group (CH3) attached to a sulfur atom (S), which is bonded to a positively charged nitrogen atom (N).

Nucleophilic Properties

1-methylthiolanium iodide is known for its strong nucleophilic properties, making it a valuable reagent in the field of organic chemistry for various applications.

Pharmaceutical and Agrochemical Applications

The compound is used as a reactant in the preparation of various pharmaceuticals and agrochemicals, contributing to the synthesis of different active ingredients.

Corrosive Nature

1-methylthiolanium iodide is corrosive, which means it can cause damage to materials and surfaces it comes into contact with.

Environmental Toxicity

The compound is toxic to the environment, so it is essential to handle it with caution and follow proper safety guidelines to minimize its impact on ecosystems and human health.

InChI:InChI=1/C5H11S.HI/c1-6-4-2-3-5-6;/h2-5H2,1H3;1H/q+1;/p-1

Upstream product

• 27160-24-3 ω-chloro-1-methylsulfanylbutane 
• 74-88-4 methyl iodide 
• 110-01-0 thiophene 
• 41756-12-1 4-(methylthio)butyl thiocyanate 

Downstream Products

• 1253394-12-5 4-trifluoromethyl-1-methyl-2-phenyl-1H-pyrrole 
• 1373155-52-2 C₁₆H₁₇F₃INS 
• 561063-96-5 ethyl 3-dimethyl(phenyl)silyl-2-ethoxycarbonyl-2-methyl-3-butenoate 

Relevant articles and documents

33S NMR spectra of sulfonium salts: Calculated and experimental

33S NMR chemical shifts were calculated by the scaled DFT and EMPI approaches for the fluoride, chloride and bromide of trimethylsulfonium ion (1) and S-methyltetrahydrothiophenium ion (2), in addition to the free cations. Experimental values were obtained for the iodides of 1 (δ +48, CS 2 = 0 ppm) and 2 (δ +95), and were found to agree with the calculated values well within the standard deviation of 35 ppm (3.5% of the shielding range) established in earlier work for a great variety of sulfur compounds. An earlier literature value of δ +750 for the iodide of 2 is therefore to be replaced. Calculations provide a shift of δ +68 for S-methylthianium ion with equatorial methyl, indicating that the reported value of δ +670 for the iodide is also incorrect. Copyright

SULFONIUM SALT, ELECTROLYTIC SOLUTION, AND LITHIUM ION SECONDARY BATTERY

PROBLEM TO BE SOLVED: To provide a sulfonium salt superior in high temperature durability, electrolytic solution and a lithium ion secondary battery. SOLUTION: There is provided a sulfonium salt shown by a chemical formula (1). SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT

Catalytic (asymmetric) methylene transfer to aldehydes

[Chemical equation presented] An investigation Into the poor activity of sulfides as catalysts for sulfonium-ylide-mediated methylene transfer to aldehydes has indicated that ylide formation is the problematic catalytic cycle step. Alkylation with traditional electrophiles does not proceed with sufficient efficiency to allow the sulfide to be used catalytically. Methyl triflate rapidly alkylates cyclic thiolanes under mild conditions, allowing their use in efficient aldehyde epoxidation reactions (in conjunction with phosphazene bases) at loadings as low as 10 mol %.