51637-56-0

Usage

Uses

Used in Organic Synthesis:
[(2E)-3-chlorobut-2-en-1-yl]sulfanylbenzene is used as a key intermediate in the synthesis of various organic compounds. Its unique structure allows for further functionalization and modification, making it a versatile component in the creation of new molecules with specific properties and applications.
Used in Chemical Research:
In the field of chemical research, [(2E)-3-chlorobut-2-en-1-yl]sulfanylbenzene serves as a valuable compound for studying reaction mechanisms, exploring new synthetic routes, and understanding the properties of related chemical structures. Its reactivity and structural features can provide insights into the behavior of similar compounds and contribute to the advancement of chemical knowledge.
Used in Pharmaceutical Industry:
[(2E)-3-chlorobut-2-en-1-yl]sulfanylbenzene is used as a building block for the development of pharmaceutical compounds. Its structural diversity and potential for functionalization make it a promising candidate for the creation of new drugs with specific therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical industry, [(2E)-3-chlorobut-2-en-1-yl]sulfanylbenzene may be utilized as a starting material for the synthesis of various agrochemicals, such as pesticides and herbicides. Its unique structure can be tailored to target specific pests or weeds, contributing to the development of more effective and environmentally friendly products.
Used in Dye and Pigment Industry:
[(2E)-3-chlorobut-2-en-1-yl]sulfanylbenzene can be employed as a precursor in the production of dyes and pigments. Its structural features can be exploited to create compounds with specific color properties, expanding the range of colors available for various applications, such as textiles, plastics, and printing inks.

Upstream product

• 108-98-5 thiophenol 
• 926-57-8 1,3-dichloro-2-butene 
• 3111-52-2 potassium thiophenolate 
• 882-33-7 diphenyldisulfane 

Relevant academic research and scientific papers

Chalcogenation of 1,3-Dichlorobut-2-ene with Organic Dichalcogenides in the System Hydrazine Hydrate–Alkali

Electron-donor effect of the methyl group in 1,3-dichlorobut-2-ene hampers allylic rearrangement of its primary monochalcogenation products. The use of diphenyl disulfide under harsh conditions (Ph2S2–KOH, 1: 10, 75–80°C) makes it possible to obtain a mixture of six bis(phenylsulfanyl)butenes, 1,1-bis(phenylsulfanyl) but-1-ene being the major component. No bis(phenylselanyl) derivatives have been formed on heating up to 80°C. Dipotassium ethane-1,2-dithiolate reacts with 1,3-dichlorobut-2-ene to give a linear product of chlorine substitution at the sp3-carbon atom in two dichlorobutene molecules and a heterocyclic compound, 2-ethylidene-1,4-dithiane (a mixture of E and Z isomers), whose structure is different from the structure of the product obtained from 1,3-dichloropropene under analogous conditions. Mechanisms have been proposed for the formation of the isolated compounds.

Titanacyclobutenes or titanium vinyl carbene complexes? Reactivity of organotitanium species generated by the reaction of γ-chloroallyl sulfides with a titanocene(II) reagent

The reactivity of the organotitanium species generated by the reductive titanation of γ-chloroallyl sulfides with the titanocene(II) reagent [Cp2Ti{P(OEt)3}2] was studied. The organotitanium species formed from α-monosubstituted γ-chloroallyl sulfides reacted with 1,5-diphenylpentan-3-one and styrene to produce conjugated dienes and vinyl cyclopropanes as major products, thus suggesting the formation of vinyl carbene complexes as intermediates. On the contrary, the organotitanium species generated from acyclic β,γ-disubstituted γ-chloroallyl sulfides revealed titanacyclobutene-like reactivity, and their reaction with 1,5-diphenylpentan-3-one produced homoallyl alcohols. These organotitanium species did not react with styrene, but did react with dichlorophenylphosphine to afford phosphacyclobutenes. In the case of β-monosubstituted, γ-monosubstituted, and α,γ- disubstituted γ-chloroallyl sulfides, the organotitanium species reacted with both 1,5-diphenylpentan-3-one and styrene. The former reaction produced homoallyl alcohols and the latter gave vinyl cyclopropanes or unconjugated dienes. These results suggest that titanacyclobutenes and/or titanium vinyl carbene complexes are produced by the reductive titanation of γ-chloroallyl sulfides depending on their substitution patterns.