4209-18-1

Basic information

• Product Name: 3-BENZYL-4-METHYLTHIAZOLIUM CHLORIDE
• Synonyms: 3-BENZYL-4-METHYLTHIAZOLIUM CHLORIDE;benzylmethylthiazoliumchloride;3-Benzyl-4-Methyl-thiazol-chloride
• CAS NO: 4209-18-1
• Molecular Formula: C₁₁H₁₂NS*Cl
• Molecular Weight: 225.74
• Mol File: 4209-18-1.mol
• Article Data: 6

Chemical Properties

• Melting Point: 188 °C
• Appearance: /
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: 3-BENZYL-4-METHYLTHIAZOLIUM CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BENZYL-4-METHYLTHIAZOLIUM CHLORIDE(4209-18-1)
• EPA Substance Registry System: 3-BENZYL-4-METHYLTHIAZOLIUM CHLORIDE(4209-18-1)

Safety Data

• Hazardous Substances Data: 4209-18-1(Hazardous Substances Data)

Usage

General Description

3-Benzyl-4-methylthiazolium chloride is a chemical compound with a thiazolium structure and a benzyl group attached to the thiazolium ring. It is often used as a reagent in organic synthesis, particularly in the preparation of various thiazole derivatives. 3-BENZYL-4-METHYLTHIAZOLIUM CHLORIDE is known for its reactivity and ability to undergo various chemical transformations, making it useful in the production of pharmaceuticals, agrochemicals, and materials. It is also used as a catalyst in cross-coupling reactions and as a stabilizer in polymerization processes. Additionally, 3-benzyl-4-methylthiazolium chloride has been investigated for its potential antimicrobial and anticancer properties. Overall, this compound has versatile applications in the fields of chemistry, biology, and materials science.

InChI:InChI=1/C11H12NS.ClH/c1-10-8-13-9-12(10)7-11-5-3-2-4-6-11;/h2-6,8-9H,7H2,1H3;1H/q+1;/p-1

Upstream product

• 6343-54-0 N-benzylformamide 
• 78-95-5 chloroacetone 
• 20278-32-4 N-benzylthioformamide 
• 67-56-1 methanol 
• 124980-58-1 3-benzyl-2-(α-hydroxybenzyl)-4-methylthiazolium chloride 
• 578-58-5 2-methylmethoxybenzene 
• 124980-57-0 2-(1-Hydroxyethyl)-3-benzyl-4-methylthiazolium chloride 
• 693-95-8 4-Methylthiazole 
• 100-44-7 benzyl chloride 

Downstream Products

• 37127-98-3 4-benzyl-5-methyl-2-(p-tolyl)-2,3-dihydro-4H-1,4-thiazin-3-one 
• 37127-97-2 4-benzyl-2-(4-chloro-phenyl)-5-methyl-4H-[1,4]thiazin-3-one 
• 37390-86-6 3-benzyl-2-[(4-chloro-phenyl)-diethoxyphosphoryloxy-methyl]-4-methyl-thiazolium; chloride 
• 23866-28-6 3-benzyl-4-methyl-3H-thiazol-2-one 
• 13202-32-9 3-benzyl-4-methylthiazole-2(3H)-thione 
• 124980-58-1 3-benzyl-2-(α-hydroxybenzyl)-4-methylthiazolium chloride 
• 124980-57-0 2-(1-Hydroxyethyl)-3-benzyl-4-methylthiazolium chloride 

Relevant articles and documents

An efficient procedure for the synthesis of phenacyl and benzyl azolium salts using fluorous alcohols

An efficient procedure for the synthesis of phenacyl and benzyl azolium salts in 2,2,2-trifluoroethanol and 1,1,1,3,3,3-hexafluoroisopropanol as fluorous alcohols have been developed. This synthetic methodology has some advantages with the respect to yield, atom efficiency, solvent and reagents used and wastes generated when compared to the currently in use methods. Using this procedure, a range of phenacyl and benzyl azolium salts can be synthesized with good to excellent yields. The pure salts are separated from the reaction mixture by simple filtration and washing with dry ether.

OXIDATIVE DECOMPOSITION OF 2-(α-HYDROXYBENZYL)THIAMINE UNDER THE ACTION OF A BASE AND SUBSTITUTED QUINONES

The reaction of 2-(α-hydroxybenzyl)thiamine and its thiazolium structural analogs with substituted quinones in the presence of acetate buffer in deaerated methanolic solutions at 27 deg C and ionic strength of 0.15 is characterized by first-order kinetics with respect to the thiazolium salt and the acetate and by zero-order kinetics with resoect to quinone.The rate constant of the reaction catalyzed by the basic component of the buffer decreases in the following series of oxidants: 2-methyl-5-isopropyl-p-benzoquinone, trimethyl-p-benzoquinone, tetramethyl-p-benzoquinone.It was supposed that fast reversible formation of a complex between the deprotonated 2-(α-hydroxybenzyl)thiazole and the oxidant precedes electron transfer to the quinone.In the one-electron transfer stage, which determines the overall reaction rate, the 5-hydroxyethyl substituent exerts an adverse effect for steric reasons.

OXIDATION OF "ACTIVE ALDEHYDE" BY OXYGEN IN THIAMINE PYROPHOSPHATE MODEL REACTIONS

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