154180-30-0

Usage

Uses

Used in Fragrance and Flavor Industry:
Benzene, 1-bromo-2-(2-propenylthio)is utilized as a key ingredient in the production of fragrances and flavors due to its distinctive and agreeable scent, enhancing the sensory experience of various consumer products.
Used as an Intermediate in Organic Synthesis:
Benzene, 1-bromo-2-(2-propenylthio)serves as an intermediate in the synthesis of other organic compounds, contributing to the development of a range of chemical products and materials.
Used in Medicine and Pharmaceuticals:
Benzene, 1-bromo-2-(2-propenylthio)also finds applications in the medical and pharmaceutical fields, where its unique chemical properties may be leveraged for specific therapeutic or diagnostic purposes.
It is crucial to handle Benzene, 1-bromo-2-(2-propenylthio)with care due to its potential toxicity and harmful effects if not properly managed, ensuring safety in its industrial applications.

Upstream product

• 6320-02-1 o-bromothiophenol 
• 106-95-6 allyl bromide 
• 71112-91-9 bis(2-bromophenyl) disulfide 
• 34835-57-9 2-bromo benzene diazonium chloride 
• 615-36-1 2-bromoaniline 
• 762-72-1 allyl-trimethyl-silane 
• 39128-19-3 (2-bromophenyl)ethylxanthate 

Downstream Products

• 1150634-41-5 ethyl 2-phenyl-2-(2-bromophenylthio)-4-pentenoate 
• 6383-15-9 3-methyl-2,3-dihydrobenzo[b]thiophene 
• 5296-64-0 allyl phenyl thioether 
• 16336-50-8 phenyl (E)-propenyl sulphide 

Relevant academic research and scientific papers

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.

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.

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

Highly chemoselective synthesis of aryl allylic sulfoxides through calcium hypobromite oxidation of aryl allylic sulfides

A highly chemoselective oxidation of widely substituted aryl allylic sulfides, prepared by allylation of arylthioethers with KF-Celite, to the corresponding aryl allylic sulfoxide was achieved by employing calcium hypobromite. Neither over-oxidation to sulfones nor halogenation of the aromatic rings was observed. The protocol may be successfully applied for the oxidation of substituted allylic systems (i.e., 2-haloallyl) that per se could interact with the oxidizing agent.

Alkynes as masked ylides: Gold-catalysed intermolecular reactions of propargylic carboxylates with sulfides

The in situ-generation of sulfur ylides by the gold-catalysed rearrangement of propargylic carboxylates in the presence of sulfides has resulted in highly efficient and novel transformations. The Royal Society of Chemistry.

Nickel-catalyzed electrochemical synthesis of dihydro-berazo[b]thiophene derivatives

The intramolecular electrochemical reductive cyclization of orthohaloaryl allyl thioethers catalyzed by Ni(II) complexes associated to cyclam ligands affords dihydro-benzo[b]thiophene derivatives in moderate to good yields.

Ytterbium metal promoted allylation of disulfides with allyl bromide

In the presence of a catalytic amount of methyliodide, ytterbium metal can promote the reductive cleavage of the S-S bond in disufides 1 to give ytterbium thiolates 2 which then react with allyl bromide to form the corresponding allylic sulfides 3 in good yields under mild and neutral conditions.

Preparation of Benzothiophenes by Pd(0)-Catalyzed Intramolecular Cyclization of Allyl (and Propargyl) o-Iodophenyl Sulfides

Benzothiophenes are prepared by intramolecular Pd(0)-catalyzed Heck reaction of allyl o-iodophenyl sulfides.Pd(0)-Catalyzed intramolecular cyclization of o-iodophenyl propargyl sulfide in the presence of a hydride donor gives 3-methylene-2,3-dihydrobenzothiophene, which reacts with several enophiles in ene type reactions.However, allyl (and propargyl) aryl sulfides react with palladium(II) chloride to afford polymeric 2.