41159-07-3

Usage

Chemical Class

2-(4-methoxyphenyl)-2-methyl-1,3-dithiolane belongs to the class of dithiolanes, which are organic compounds containing a six-membered ring with two sulfur atoms and two carbon atoms.

Molecular Structure

The compound features a methyl group (CH3) and a methoxy group (OCH3) attached to the phenyl ring, which contributes to its unique properties and applications.

Aromatic Odor

2-(4-methoxyphenyl)-2-methyl-1,3-dithiolane has a pleasant and aromatic odor, making it suitable for use in the production of fragrances and flavors.

Industrial Applications

The compound is commonly used in the perfume and food industries for creating fragrances and flavors, enhancing the sensory experience of various products.

Synthesis Intermediate

2-(4-methoxyphenyl)-2-methyl-1,3-dithiolane serves as an intermediate in the synthesis of pharmaceuticals and agrochemicals, showcasing its versatility in chemical reactions and product development.

Commercial Value

Due to its distinctive odor and diverse applications, the compound is considered an important and valuable chemical in both industrial and commercial sectors.

Upstream product

• 540-63-6 ethane-1,2-dithiol 
• 100-06-1 1-(4-methoxyphenyl)ethanone 

Downstream Products

• 110598-41-9 [(E)-2-(4-Methoxy-phenyl)-propenyl]-trimethyl-silane 
• 139214-34-9 [2-(4-methoxyphenyl)allyl]trimethylsilane 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 59176-98-6 5-(4-methoxyphenyl)-2,3-dihydro-1,4-dithiine 
• 895-37-4 4,4'-(but-2-ene-2,3-diyl)bis(methoxybenzene) 
• 1515-95-3 p-ethylanisole 

Relevant academic research and scientific papers

Mild Deprotection of Dithioacetals by TMSCl/NaI Association in CH3CN

A mild process using a combination of TMSCl and NaI in acetonitrile is used to regenerate carbonyl compounds from a variety of dithiane and dithiolane derivatives. This easy to handle and inexpensive protocol is also efficient to deprotect oxygenated and mixed acetals as 1,3-dioxanes, 1,3-dioxolanes and 1,3-oxathianes quantitatively. As a possible extension of this method, it was also shown that nitrogenated substrates such as hydrazones, N-tosylhydrazones, and ketimines reacted well under these conditions to give the expected ketones in high yields. The methodology proposed herein is a good alternative to the existing methods since it does not use metals, oxidants, reducing agents, acidic or basic media, and keto-products were obtained in high to excellent yields.

Sulfonated polyanthracene-catalyzed highly efficient and chemoselective thioacetalization of carbonyl compounds and transthioacetalization of acetals and acylals

A straightforward and highly efficient procedure for the thioacetalization of a variety of aldehydes and transthioacetalization of acylals and acetals in good to excellent yields using catalytic amounts of sulfonated polyanthracene (S-PAT) is reported. Th

Selective arylthiolane deprotection by singlet oxygen: A promising tool for sensors and prodrugs

A routine thioketal protecting group reacts rapidly and selectively with singlet oxygen to reveal ketone products in good (aryl 1,3-dithiolane) to excellent (aryl 1,3-oxathiolane) yields. Arylthiolanes are stable to biologically relevant reactive oxygen species and can be used as a light-activated gating mechanism for activating fluorescent sensors or small molecule prodrugs.

Silica-gel supported sulfamic acid (SA/SiO2) as an efficient and reusable catalyst for conversion of ketones into oxathioacetals and dithioacetals

A simple and efficient method for the conversion of carbonyl compounds to oxathioacetals and dithioacetals using SA/SiO2 as an acid catalyst has been achieved. SA/SiO2 is easily recovered from the reaction mixture and can be reused at least 15 times without loss of catalytic activity.

Application of BU4N+HSO4- as an ionic liquid and acid catalyst for thioacetalization of aldehydes and ketones

A variety of carbonyl containing compounds have been successfully reacted with 1,2-ethanedithiol in a thioacetylization reaction using tetrabutylammonium hydrogensulfate as a mild and efficient catalyst. Aldehydes and ketones react with good to excellent

Chemoselective dithioacetalization of aldehydes using silica sulfuric acid as a reusable catalyst

Silica sulfuric acid has been found to be an efficient and reusable catalyst for chemoselective dithioacetalization of aldehydes over ketones, in excellent yields.

A mild and chemoselective catalyst for thioacetalization under solvent free conditions

Protection of a variety of carbonyl compounds as dithioacetals using P 2O5/SiO2 (75%), as a mild and chemoselective catalyst, was achieved under solvent free conditions in very good yields. Copyright Taylor & Francis Group

Ruthenium(III) chloride-catalyzed thioacetalization of carbonyl compounds: Scope, selectivity, and limitations

A variety of carbonyl compounds can be easily and rapidly converted to the corresponding cyclic and acylic dithioacetals in the presence of a catalytic amount of ruthenium chloride in acetonitrile at room temperature. Some of the major advantages of this

Envirocat EPZG(R) as an efficient heterogenous catalyst for thioacetalization of carbonyl compounds

The reaction of carbonyl compounds with 1,2-ethanedithiol was efficiently catalyzed by Envirocat EPZG(R) to afford the corresponding dithioacetals in excellent yields.

MAGNESIUM AND ZINC-CATALYZED THIOKETALIZATION

Reaction of a variety of ketones with ethane-1,2-dithiol to form thioketals proceeds very efficiently and under mild conditions using magnesium or zinc triflates as catalyst.