15446-14-7

Usage

Uses

Used in Organic Synthesis:
1-chloro-4-(prop-2-en-1-ylsulfanyl)benzene is used as a reagent in organic synthesis for its ability to participate in various chemical reactions, such as nucleophilic substitution and electrophilic aromatic substitution. This makes it a versatile building block for the production of dyes, pharmaceuticals, and other organic compounds.
Used in Solvent Applications:
As a solvent, 1-chloro-4-(prop-2-en-1-ylsulfanyl)benzene is used to dissolve a wide range of substances, facilitating various chemical processes and reactions in the laboratory and industrial settings.
Used in Pharmaceutical Production:
1-chloro-4-(prop-2-en-1-ylsulfanyl)benzene is used as an intermediate in the synthesis of pharmaceuticals, contributing to the development of new drugs and medicines.
Used in Dye Production:
In the dye industry, 1-chloro-4-(prop-2-en-1-ylsulfanyl)benzene is used as a starting material or intermediate in the production of various dyes, providing color and functionality to textiles, plastics, and other materials.

Upstream product

• 106-95-6 allyl bromide 
• 106-54-7 p-Chlorothiophenol 
• 1142-19-4 4,4'-dichlorodiphenyl disulfide 
• 346713-20-0 allylsamarium bromide 
• 70122-89-3 tert-butyl allyl carbonate 
• 107-18-6 allyl alcohol 
• 591-87-7 Allyl acetate 
• 107-05-1 3-chloroprop-1-ene 
• 583-04-0 vinyl benzoate 
• 26760-21-4 methyl p-chlorobenzenesulphinate 
• 762-72-1 allyl-trimethyl-silane 

Downstream Products

• 113943-94-5 cis-5-<<(4-chlorophenyl)thio>methyl>-3-(4-fluorophenyl)-3-<(1H-imidazol-1-yl)methyl>-2-methylisoxazolidine 
• 113943-92-3 cis-5-<<(4-chlorophenyl)thio>methyl>-3-<(1H-imidazol-1-yl)methyl>-2-methyl-3-phenylisoxazolidine 
• 113944-11-9 cis-3-(4-chlorophenyl)-5-<<(4-chlorophenyl)thio>methyl>-3-<(1H-imidazol-1-yl)methyl>-2-methylisoxazolidine 
• 124176-95-0 1-[(3S,5R)-3-(4-Chloro-phenyl)-5-(4-chloro-phenylsulfanylmethyl)-2-methyl-isoxazolidin-3-ylmethyl]-1H-[1,2,4]triazole 
• 124176-94-9 1-[(3S,5S)-3-(4-Chloro-phenyl)-5-(4-chloro-phenylsulfanylmethyl)-2-methyl-isoxazolidin-3-ylmethyl]-1H-[1,2,4]triazole 
• 92617-50-0 3-allyl(p-chlorophenylthio)amino-2-<2-(4-hydroxy-2-methoxyphenyl)ethyl>quinazolin-4(3H)-one 
• 113943-86-5 cis-5-<<(4-chlorophenyl)thio>methyl>-3-<(1H-imidazol-1-yl)methyl>-3-(3-methoxyphenyl)-2-methylisoxazolidine 
• 78258-79-4 N-allyl-N-(1,2-dihydro-2-oxoquinolin-1-yl)-4-chlorobenzenesulphenamide 
• 3729-44-0 1-(allylsulfonyl)-4-chlorobenzene 
• 113943-97-8 cis-5-<<(4-chlrophenyl)sulfoxy>methyl>-3-<(1H-imidazol-1-yl)methyl>-3-(3-methoxyphenyl)-2-methylisoxazolidine 
• 1316696-86-2 (S)-allyl p-chlorophenyl sulfoxide 
• 1403961-70-5 N-allyl-N-(4-chlorophenylthio)-4-methylbenzenesulfonamide 

Relevant academic research and scientific papers

Synthesis of sulfides under solvent- and catalyst-free conditions

A simple, highly efficient, and green protocol has been developed for preparation of sulfides from alkyl or aryl thiols and benzyl-, allyl-, t-butyl, and adamantyl halides under solvent- and catalyst-free conditions.

Synthesis of sulfimides and N-Allyl-N-(thio)amides by Ru(II)catalyzed nitrene transfer reactions of N-acyloxyamides

The N-acyloxyamides were employed as effective N-acyl nitrene precursors in reactions with thioethers under the catalysis of a commercially available Ru(II) complex, from which a variety of sulfimides were synthesized efficiently and mildly. If an allyl group is contained in the thioether precursor, the [2,3]-sigmatropic rearrangement of the sulfimide occurs simultaneously and the N-allyl-N-(thio)amides were obtained as the final products. Preliminary mechanistic studies indicated that the Ru-nitrenoid species should be a key intermediate in the transformation.

Yb(iii)-catalysedsyn-thioallylation of ynamides

Reported herein is asyn-thioallylation of ynamides incorporating a sulfide moiety at the α-position and an allyl group at the β-position of the ynamide. The transformation is successful under ytterbium(iii)-catalysis, providing access to highly substituted thioamino-skipped-dienes with broad substrate scope. Thus, tetrasubstituted olefins (with four different functional groups: amide, phenyl, thioaryl/alkyl, and allyl on the carbon centers) are made in a single step from readily accessible ynamides, preserving complete atom economy. The reaction can be extended to the synthesis of selenoamino dienes by ynamidesyn-selenoallylation. DFT studies and control experiments provide insight into the reaction mechanism.

Production of Alkyl Aryl Sulfides from Aromatic Disulfides and Alkyl Carboxylates via a Disilathiane–Disulfide Interchange Reaction

The results of this study show that disilathiane is an effective mediator in the synthesis of alkyl aryl sulfides with disulfides and alkyl carboxylates. Mechanistic studies suggest that disilathiane promotes cleavage of the sulfur–sulfur bond of disulfides to generate thiosilane as a key intermediate. Diselenides were also applicable to this transformation to produce the corresponding selenides.

Chemoselective rearrangement reactions of sulfur ylide derived from diazoquinones and allyl/propargyl sulfides

Here, we describe three types of rearrangement reactions of sulfur ylide derived from diazoquinones and allyl/ propargyl sulfides. With Rh2(esp)2 as the catalyst, diazoquinones react with allyl/propargyl sulfides to form a sulfur ylide, which undergoes a chemoselective tautomerization/[2,3]-sigmatropic rearrangement reaction, a Doyle?Kirmse rearrangement/Cope rearrangement cascade reaction, or a Doyle?Kirmse rearrangement/elimination reaction, depending on the substituent of the sulfides. The protocol provides alkenyl and allenyl sulfides and multisubstituted phenols with moderate and high yields.

Hemin Catalyzed Dealkylative Intercepted [2, 3]-Sigmatropic Rearrangement Reactions of Sulfonium Ylides with 2, 2, 2-Trifluorodiazoethane

A dealkylative intercepted [2, 3]-sigmatropic rearrangement reaction of allylic sulfides with 2, 2, 2-trifluorodiazoethane (CF3CHN2) is reported, the commercially available and biocompatible catalyst hemin was found to efficiently catalyze this transformation across a diverse set of allylic sulfides with in situ generated CF3CHN2, providing excellent yields (up to 99%) under mild condition without inert gas protection. In addition, CF3CHN2 exhibited unique reactivity toward this process compared with other frequently used diazo reagents. This work expands the range of carbene-mediated transformations catalyzed by hemin and introduces a concise and general strategy for exploiting new possibility of reactions concerning organosulfides. (Figure presented.).

One-pot Synthesis of Allyl Sulfides from Sulfinate Esters and Allylsilanes through Reduction of Alkoxysulfonium Intermediates

An efficient method to synthesize allyl sulfides from sulfinate esters and allylsilanes is described. Based on the reactivity of isolated allyl(methoxy)phenyl sulfonium triflate, we have developed a simple one-pot method for the allyl sulfide synthesis by S-allylation of sulfinate esters and subsequent reduction with sodium borohydride. A number of allyl sulfides were prepared by this method leaving various functional groups unreacted.

Ruthenium-catalyzed decarboxylative C-S cross-coupling of carbonothioate: synthesis of allyl(aryl)sulfide

A novel ruthenium-catalyzed decarboxylative cross-coupling of carbonothioate is disclosed. This method provides straightforward access to the corresponding allyl(aryl)sulfide derivatives in generally good to excellent yields under mild conditions and feat

Preparation method and application of novel ionic binuclear Schiff base titanium complex

The invention provides a preparation method of a novel ionic binuclear Schiff base titanium complex and a synthetic method of applying the novel ionic binuclear Schiff base titanium complex to catalyze zinc powder and reduce disulfide or selenide to prepare sulfo(seleno) ester and dissymmetric sulfoether(selenide). The complex is a cationic binuclear Schiff base titanium complex, wherein titaniumatoms are bridged by oxygen atoms and are coordinated with a Schiff base ligand and a hydrone, and an ionic bond is formed by a cation part and an anion part of whole Schiff base titanium. The ionic binuclear Schiff base titanium complex is used as a catalyst, the zinc powder is used as a reducer, the disulfide(selenide) can be reduced and fractured, and the disulfide(selenide) can further and respectively react with anhydride, an alpha-bromo carbonyl compound and bromoalkane to prepare the sulfo(seleno) ester and the dissymmetric sulfoether(selenide). According to the preparation method provided by the invention, the defects that traditional lewis acid halide is deliquescent, an absolute solvent is used, conditions are strict and the like are overcome; an effective path for reducing the disulfide or selenide to prepare the sulfo(seleno) ester and the dissymmetric sulfoether(selenide) is provided, and the preparation method has the advantages of high yield, simpleness in operation andthe like.

Investigations on Gold-Catalyzed Thioalkyne Activation Toward Facile Synthesis of Ketene Dithioacetals

Nucleophilic addition to thioalkynes was investigated under various catalytic conditions with gold(I) complexes being identified as the optimal catalysts. Structural evaluation of the product revealed an unexpected cis-addition, arising from a gold-associated thioketene intermediate. Based on this interesting mechanistic insight, a gold(I)-catalyzed thioether addition to thioalkynes was developed as a novel approach to prepare ketene dithioacetals with good yields and high efficiency.