31540-74-6

Usage

InChI:InChI=1/C7H6Cl2O2S/c8-7(9)12(10,11)6-4-2-1-3-5-6/h1-5,7H

Upstream product

• 3959-23-7 benzenesulfonylacetic acid 
• 7605-28-9 2-(phenylsulfonyl)acetonitrile 
• 67-66-3 chloroform 
• 873-55-2 sodium benzenesulfonate 
• 42764-08-9 trichloromethyl methyl sulfone 
• 7205-98-3 chloromethyl phenyl sulfone 
• 7732-18-5 water 
• 7782-50-5 chlorine 
• 5000-44-2 1-phenylsulfonyl-2-propanone 
• 100-68-5 methyl-phenyl-thioether 
• 3112-85-4 methylphenylsulfonate 
• 861524-26-7 2-benzenesulfonyl-2,2-dichloro-1-phenyl-ethanone 
• 90476-27-0 2,2-dichloro-1-methyl-2-phenylsulfonylethanone 
• 5533-18-6 phenyl dichloromethyl thioether 

Downstream Products

• 7205-98-3 chloromethyl phenyl sulfone 
• 98-11-3 benzenesulfonic acid 
• 119656-99-4 5--2-nitrobenzophenone 
• 54606-96-1 C₁₄H₁₂Cl₂O₂S 
• 70150-86-6 1-(chloro(phenylsulfonyl)methyl)cyclohexan-1-ol 
• 70150-85-5 <1-Chlor-2-hydroxy-isobutyl>-phenylsulfon 
• 1042682-16-5 (E)-1,1-dichloro-4-phenyl-1-(phenylsulfonyl)but-3-en-2-ol 
• 1042682-28-9 (1,1-dichloro-3-nitro-2-phenylpropylsulfonyl)benzene 
• 1042681-80-0 3-[dichloro(phenylsulfonyl)methyl]cyclohexanone 
• 1042681-74-2 4,4-dichloro-3-(4-methoxyphenyl)-1-phenyl-4-(phenylsulfonyl)butan-1-one 
• 1042681-75-3 4,4-dichloro-1-(4-methoxyphenyl)-3-phenyl-4-(phenylsulfonyl)butan-1-one 
• 1042681-76-4 4,4-dichloro-1,3-bis(4-methoxyphenyl)-4-(phenylsulfonyl)butan-1-one 
• 1042681-78-6 3-[dichloro(phenylsulfonyl)methyl]-1-phenylhexan-1-one 
• 1042682-22-3 methyl 4,4-dichloro-3-phenyl-4-(phenylsulfonyl)butanoate 

Relevant academic research and scientific papers

Controlled α-mono- and α,α-di-halogenation of alkyl sulfones using reagent-solvent halogen bonding

The direct and selective α-mono-bromination of alkyl sulfones was achieved through base-mediated electrophilic halogenation. The appropriate combination of solvent and electrophilic bromine source was found to be critical to control the nature of the products formed, where reagent-solvent halogen bonding is proposed to control the selectivity via alteration of the effective size of the electrophilic bromine source. Conversely, the α,α-di-brominated sulfones were selectively obtained in good yields following polyhalogenation followed by selective de-halogenation during workup. Both procedures can be applied on gram scale, and the mono-halogenation was successfully extended to the fully selective α-chlorination, α-iodination and α-fluorination of alkyl sulfones.

Chemoselective mono halogenation of β-keto-sulfones using potassium halide and hydrogen peroxide; synthesis of halomethyl sulfones and dihalomethyl sulfones

The synthesis of α-halo β-keto-sulfones using potassium halide and hydrogen peroxide as a chemoselective mono halogenation reagent and the synthesis of α,α-symmetrical and asymmetrical dihalo β-keto-sulfones and α-halo, α-alkyl and β-keto-sulfones is described. Base induced cleavage of α-halo β-keto-sulfones, α,α-dihalo β-keto-sulfones, and α-halo, α-alkyl β-keto-sulfones afforded the corresponding halomethyl sulfones, dihalomethyl sulfones and haloalkyl sulfones.

A Regiospecific Reaction of Pyridazines with Vicarious Nucleophilic Substitution via Their Dicyanomethylide Derivatives

The phenyl(or p-tolyl)sulfonylmethyl group is introduced with complete regiospecificity to the C-4 position of 3-substituted pyridazines using vicarious nucleophilic substitution of pyridazinium dicyanomethylides.

Selectivity towards hydrodehalogenation and dehalo-coupling in the reduction of trichloromethyl derivatives with iron(II) chloride

The reductive electron transfer (ET) induced on a series of RCCl3 derivatives by iron(II) chloride has been studied.The main reaction products are the homocoupling dimer, RCCl2-CCl2R, and the H/Cl substitution derivative, RCHCl2, and the majority of the compounds examined exhibit a highly selective tendency to form just one of these products.As a general rule, the RCHCl2 compound is the main product when the R group contains substituents which make further reduction of the radical to the carbanion easier and behave as ligands towards the iron(II) ion.In the other cases, the dimer RCCl2-CCl2R is the main product.A few exceptions are found, and these are discussed in view of the possible effects of the R moiety on the different possible routes for the reaction products.The presence of unsaturated derivatives, RCCl=CClR (E/Z mixture), was observed in the case of the reactions where the homocoupling product was also obtained and is ascribed, on the basis of experimental evidence, to a dehalogenation mechanism of the dimer RCCl2-CCl2R assisted by the iron(II) ion.

THE PREPARATION, SPECTRAL PROPERTIES, STRUCTURES, AND BASE-INDUCED CLEAVAGE REACTIONS OF SOME α-HALO-β-KETOSULFONES

The halogenation of β-ketosulfones such as α-methylsulfonylacetophenone (1) and benzenesulfonylacetone (10) can be effected with sulfuryl chloride or pyridinium bromide perbromide.Regiochemical control can be achieved by control of stoichiometry and/or the reaction conditions.Detailed 1H and 13C nmr, and mass spectra are recorded for a series of halogenated β-ketosulfones, together with structures by X-ray crystallography for 1, 2-chloro-2-methylsulfonyl-1-phenylethanone (2), chloromethyl methyl sulfone (4), and α-chloroacetophenone (21).Results from these studies are used to suggest a reason for the difficulty associated with substitution reactions of α-halosulfones.

Synthesis of N-acyl-1,3-oxathiol-2-imines

A facile synthesis of N-acyl-1,3-oxathiol-2-imines, 7, is reported.It comprises the reaction of O-alkyl acylcarbamothioates, 4, with 2-chloroketones in the presence of alcoholic sodium alkoxide.The resulting O-alkyl-S-substituted-N-acylcarbonimidothiates, 6, undergo cyclization with elimination of alcohol, spontaneously, or upon heating in boiling toluene to form 7.