343336-94-7

Usage

Uses

Used in Pharmaceutical Industry:
1-CHLORO-4-[(3-METHYL-2-BUTENYL)THIO] BENZENE is used as a chemical intermediate for the synthesis of various pharmaceuticals. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 1-CHLORO-4-[(3-METHYL-2-BUTENYL)THIO] BENZENE is employed as a precursor in the production of agrochemicals, such as pesticides and herbicides, due to its reactive functional groups that can be further modified to create active ingredients.
Used in Specialty Chemicals Production:
1-CHLORO-4-[(3-METHYL-2-BUTENYL)THIO] BENZENE is utilized as a key component in the synthesis of specialty chemicals, including fragrances, dyes, and other organic compounds with specific properties for various applications.
It is crucial to handle 1-CHLORO-4-[(3-METHYL-2-BUTENYL)THIO] BENZENE with caution, as it may pose risks to human health and the environment due to its toxic and potentially harmful effects. Proper safety measures and disposal methods should be implemented to minimize any adverse impacts.

InChI:InChI=1/C11H13ClS/c1-9(2)7-8-13-11-5-3-10(12)4-6-11/h3-7H,8H2,1-2H3

Upstream product

• 106-54-7 p-Chlorothiophenol 
• 870-63-3 prenyl bromide 
• 556-82-1 3-methyl-2-buten-1-ol 
• 88927-34-8 methyl (3-methylbut-2-en-1-yl) carbonate 
• 108-98-5 thiophenol 
• 1173006-79-5 (S)-(α,α-dimethylallyl)-p-chlorothiophenol 
• 18803-44-6 sodium p-chlorothiophenolate 
• 503-60-6 3,3-dimethyl-allyl chloride 

Downstream Products

• 129264-94-4 (2,2,2-trifluoroethyl) (4-chlorophenyl) sulfide 
• 1391759-13-9 ethyl 2-((4-chlorophenyl)thio)-3,3-dimethylpent-4-enoate 

Relevant academic research and scientific papers

Pd/BIPHEPHOS is an Efficient Catalyst for the Pd-Catalyzed S-Allylation of Thiols with High n-Selectivity

The Pd-catalyzed S-allylation of thiols with stable allylcarbonate and allylacetate reagents offers several advantages over established reactions for the formation of thioethers. We could demonstrate that Pd/BIPHEPHOS is a catalyst system which allows the transition metal-catalyzed S-allylation of thiols with excellent n-regioselectivity. Mechanistic studies showed that this reaction is reversible under the applied reaction conditions. The excellent functional group tolerance of this transformation was demonstrated with a broad variety of thiol nucleophiles (18 examples) and allyl substrates (9 examples), and could even be applied for the late-stage diversification of cephalosporins, which might find application in the synthesis of new antibiotics. (Figure presented.).

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.).

Catalytic activation of diazo compounds using electron-rich, defined iron complexes for carbene-transfer reactions

Carbene transfer: The electron-rich iron complex Bu4N[Fe(CO) 3(NO)] efficiently catalyzes different carbene-transfer reactions. Various diazo compounds can be used. The high stability of the employed iron complexes is demonstrated by the generation of the diazo reagent in situ and a sequential iron-catalyzed allylic sulfenylation/Doyle-Kirmse reaction. Copyright

Fast ruthenium-catalysed allylation of thiols by using allyl alcohols as substrates

The allylation of aromatic and aliphatic thiols, by using allyl alcohols as substrates, requires only minutes at ambient temperature with either a Ru Iv catalyst, [Ru(Cp*)(n3CH5)(CH 3CN)2](PF6)2 (2; Cp* = pentamethylcyclopentadienyl) or a combination of [Ru(Cp*)(CH 3CN)3](PF6) and camphor sulfonic acid. Quantitative conversion is normal and the catalyst possesses high functional-group tolerance. The use of [Ru(Cp*)(CH3CN) 3](PF6) alone affords poor results. A comparison is made to the results from catalytic runs based on the use of carbonates rather than alcohols, by using 2 as the catalyst, and it is shown that the products from the alcohols are formed faster, so there is no advantage in using a carbonate substrate. The observed branched-to-linear (b/1) ratios when using substituted alcohols decrease with time suggesting that the catalysts isomerise the products. A new methodology from which one can select the desired isomeric product is proposed. DFT calculations and NMR spectroscopic measurements, by using an arene sulfonic acid as co-catalyst, suggest that 6-complexes are not relevant for the catalytic system. Moreover, the DFT results indicate that l)any rf-complexes from the acids RC6H4SO 3H result from deprotonation of the acid, 2) complexation of the thiol, via the deprotonated sulfur atom, is preferred over complexation of the O atom of the sulfonate, RC6H4SO3and 3) a sulfonate O-atom complex will be difficult to detect.

Palladium-catalyzed insertion reactions of trimethylsilyldiazomethane

Palladium(II) salts catalyze the Kirmse reaction of allylsulfides with trimethylsilyldiazomethane (TMSD) to give homoallylsulfides. Similarly, TMSD can intercept ArPdX intermediates generated during Stille couplings to give benzhydryl derivatives. The yie