32894-70-5

Usage

Nitro compound

A chemical compound containing a nitro group (-NO2), which is a functional group consisting of an oxygen-nitrogen-oxygen bond.

Benzene ring

A six-membered aromatic ring structure with alternating single and double carbon-carbon bonds, which is a fundamental structural motif in organic chemistry.

Substituted with a nitro group

The nitro group (-NO2) is attached to one of the carbon atoms on the benzene ring, which modifies the chemical properties of the benzene ring.

Prop-2-en-1-ylsulfanyl group

A functional group consisting of a sulfur atom bound to a prop-2-en-1-yl (or allyl) group, which is a common structural motif in organic chemistry.

Common use in synthesis

1-nitro-4-(prop-2-en-1-ylsulfanyl)benzene is often used as a starting material or intermediate in the synthesis of various organic compounds.

Health and safety risks

Proper handling and management of 1-nitro-4-(prop-2-en-1-ylsulfanyl)benzene is crucial, as it can pose potential hazards to human health and the environment if not handled correctly.

Upstream product

• 106-95-6 allyl bromide 
• 824-78-2 4-nitrophenol sodium salt 
• 591-96-8 penta-2,3-diene 
• 130436-13-4 C₁₂H₁₅NO₃S 
• 598-25-4 Dimethylallene 
• 130436-11-2 C₁₀H₁₁NO₃S 
• 100-00-5 4-chlorobenzonitrile 
• 1849-36-1 para-nitrobenzenethiol 
• 81650-42-2 3-(p-nitrophenylsulfinyl)prop-1-ene 
• 937-32-6 4-nitrobenzenesulfenyl chloride 
• 107-05-1 3-chloroprop-1-ene 
• 161941-53-3 4,5-Epoxy-2-methyl-2-pentyl 4-nitrobenzenesulfenate 
• 100-32-3 di(p-nitrophenyl) disulfide 
• 130436-12-3 C₁₁H₁₃NO₃S 

Downstream Products

• 113943-91-2 cis-3-(4-chlorophenyl)-3-<(1H-imidazol-1-yl)methyl>-2-methyl-5-<<(4-nitrophenyl)thio>methyl>isoxazolidine 
• 81650-42-2 3-(p-nitrophenylsulfinyl)prop-1-ene 
• 112-88-9 octadec-1-ene 
• 89025-53-6 n-pentadecyl-2'-pyridylsulphide 
• 860577-22-6 acylaminophenylallylsulfide 
• 78020-99-2 2,4-diphenyl-6-(p-nitrophenylsulfinylmethyl)-1,3-dioxan 
• 78012-61-0 (E)-1-phenyl-4-(p-nitrophenylsulfinyl)but-3-en-1-ol 

Relevant academic research and scientific papers

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

Aqueous hemin catalyzed sulfonium ylide formation and subsequent [2,3]-sigmatropic rearrangements

A mild hemin catalytic system for sulfonium ylide generation via a metal carbenoid and a subsequent [2,3]-sigmatropic rearrangement reaction in aqueous solvent is well-established, with the assistance of cyclodextrin (CD) and Triton X-100. The protocol displays high catalytic activity with a broad substrate scope of aryl/alkyl allyl sulfides and diazo reagents, affording homoallyl sulfide products in up to 99% yield. Notably, this catalytic system is successful for water-insoluble allyl sulfides but ineffective for allyl amines or allyl ethers. Moreover, an unprecedented cascade reaction of sulfonium ylide formation, [2,3]-sigmatropic rearrangement and C-H insertion was reported.

Nickel-Schiff base complex catalyzed C-S cross-coupling of thiols with organic chlorides

We report an efficient, mild and convenient synthetic protocol for the C-S cross-coupling reaction of various aryl, benzyl, allyl chlorides and thiols using 5 mol % Nickel-Schiff base catalyst with NaOH as the base, in DMF at 70 °C. Using this protocol, we have shown that a variety of aryl sulfides can be synthesized in excellent yields from readily available organic chlorides and thiols.

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.

Sulfite-promoted one-pot synthesis of sulfides by reaction of aryl disulfides with alkyl halides

A sodium dithionite, sodium thiosulfate and rongalite promoted one-pot synthesis of aryl alkyl sulfides at room temperature has been developed. The reactions of a range of disulfides with alkyl halides proceeded smoothly in the presence of rongalite. Possible reaction pathways are discussed and the effects of these sulfites on disulfides are investigated. The important features of this protocol are metal-free, strong-base-free, and mild reaction conditions, operational simplicity, short reaction times and high yields of products. Georg Thieme Verlag Stuttgart.

One-pot synthesis of sulfides by reaction of disulfides with alkyl halides in the presence of sodium dithionite

Sodium dithionite-promoted synthesis of unsymmetrical diorganyl sulfides by a reaction of diaryl disulfides with alkyl halides at r.t. has been developed. The advantages offered by this method are operational simplicity, a faster reaction, neutral and mild reaction conditions, and moderate to good yields of products.

CsF-Celite, an efficient solid state reagent for the syntheses of thioesters and thioethers

Coupling reactions of a number of aliphatic, aromatic, and heterocyclic compounds bearing an acidic hydrogen atom attached to sulfur, with alkyl, acyl, benzyl, or benzoyl halides in acetonitrile with cesium fluoride-Celite are described. This procedure is convenient, efficient, and practical for the preparation of thioethers and thioesters. Springer-Verlag 2005.

An alternative approach towards the syntheses of thioethers and thioesters using CsF-Celite in acetonitrile

It has been found that syntheses of thioethers and thioesters of aliphatic, aromatic and heterocyclic compounds, bearing thiol groups, can be accomplished with alkyl, acyl, benzyl or benzoyl halides in acetonitrile and cesium fluoride-Celite. In this manner, compounds like ethanethiol, 1-pentanethiol, thiophenol, 4-methoxythiophenol, 4-nitrothiophenol, and 2-mercaptobenzoxazole, 2-mercaptobenzothiazole, and 2-mercapto-2-thiazoline can be successfully alkylated, acylated, benzylated or benzoylated. This procedure is convenient, efficient and practical for the preparation of thioethers and thioesters.

The synthesis of allyl sulfides by organosamarium reagent

Organosamarium reagent reacts with disulfides to afford allyl sulfides in THF.