26760-21-4

Basic information

• Product Name: METHYL 4-CHLOROBENZENE SULFINATE
• Synonyms: METHYL 4-CHLOROBENZENE SULFINATE
• CAS NO: 26760-21-4
• Molecular Formula: C₇H₇ClO₂S
• Molecular Weight: 190.65
• Mol File: 26760-21-4.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: METHYL 4-CHLOROBENZENE SULFINATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 4-CHLOROBENZENE SULFINATE(26760-21-4)
• EPA Substance Registry System: METHYL 4-CHLOROBENZENE SULFINATE(26760-21-4)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 26760-21-4(Hazardous Substances Data)

Upstream product

• 106-54-7 p-Chlorothiophenol 
• 123-09-1 4-chlorophenyl methyl sulfide 
• 67-56-1 methanol 
• 2751-25-9 p-chlorophenylsulfonyl hydrazide 
• 98-60-2 4-chlorobenzenesulfonyl chloride 
• 673-41-6 p-chlorobenzenediazonium tetrafluoroborate 
• 100-03-8 4-chlorobenzenesulfinic acid 
• 14752-66-0 sodium p-chlorobenzenesulphinate 
• 124-41-4 sodium methylate 
• 14204-31-0 2-(4-chlorophenylthio)isoindoline-1,3-dione 
• 1142-19-4 4,4'-dichlorodiphenyl disulfide 
• 79-22-1 methyl chloroformate 

Downstream Products

• 1017238-74-2 N-(4-chlorophenylsulfinyl)-N,N-diethylamine 
• 1017238-73-1 N-allyl-4-chlorobenzenesulfinamide 
• 6419-71-2 4-chloro-N,N-diethylbenzenesulfonamide 
• 1044572-72-6 [4-(4-chloro-benzenesulfinyl)phenyl]dimethylamine 
• 14934-01-1 p-Chloro-N-phenylbenzenesulfinamide 
• 1300714-52-6 4-(4-chlorophenylsulfinyl)-N-methylaniline 
• 107249-49-0 1-chloro-4-((isocyanomethyl)sulfonyl)benzene 
• 105826-29-7 N-(4-Chloro-benzenesulfonylmethyl)-formamide 
• 59693-95-7 (4-chlorophenyl)(cyclohexyl)sulfane 
• 16096-86-9 p-chlorobenzenesulphinamide 
• 20608-64-4 p-chlorophenyl p-methylphenyl sulfoxide 
• 15446-14-7 1-allylsulfanyl-4-chloro-benzene 
• 1142-19-4 4,4'-dichlorodiphenyl disulfide 

Relevant articles and documents

Isocyanide-Induced Esterification of Sulfinic Acids to Access Sulfinates

The isocyanide-induced esterification of sulfinic acids with alcohols or thiophenols access to sulfinates has been developed. Various primary, secondary, and tertiary alcohols could be compatible with the established protocols. Notably, such an isocyanide-induced synthetic strategy presented the advantages of simple operation, good functional group tolerance, and more than 40 examples up to 99% yields. (Figure presented.).

NaHSO3-Mediated Direct Synthesis of Sulfinic Esters from Sulfonyl Hydrazides under Transition-Metal-Free Conditions

We have developed a protocol for the NaHSO3-promoted esterification of sulfonyl hydrazides with alcohols for the synthesis of sulfinic esters. Various sulfonyl hydrazides could be converted to the corresponding sulfinic esters in good to high yields. The merits of this protocol include mild transition-metal-free reaction conditions, an inexpensive and available reagent, and operational simplicity. Controlled experiments reveal that this transformation probably undergoes via a radical pathway. (Figure presented.).

Direct synthesis of sulfinic esters via ultrasound accelerated tandem reaction of thiols and alcohols with N-bromosuccinimide

The direct transformation of various thiols and simple alcohols with N-bromosuccinimide into sulfinic esters has been investigated by using different categories of base/acidic catalysts as well as co-solvents under varied reaction conditions. The reaction was found out to afford the sulfinic esters with high yields in the absence of catalysts, especially within the shorter time under the acceleration of ultrasonic irradiation than under the longer-lasting conventional stirring conditions.

Electrochemical Synthesis of Sulfinic Esters via Aerobic Oxidative Esterification of Thiophenols with Alcohols

A method for the electrochemical synthesis of sulfinic esters by aerobic oxidative coupling of thiophenols and alcohols has been developed. Using electrons as the redox reagent and O 2in air as the oxygen source, the reactions proceeded smoothly at room temperature, even for a gram-scale preparation. No use of catalyst, clean redox reagent, green and abundant oxygen source, and mild reaction conditions make this strategy eco-friendl.

Efficient electrosynthesis of sulfinic esters via oxidative cross-coupling between alcohols and thiophenols

A new protocol for S O bond formation was developed by electrochemical oxidative cross-coupling between alcohols and thiophenols. With this strategy, a series of valuable sulfinic ester derivatives were synthesized up to 96% yield from basic starting materials. A preliminary mechanistic investigation reveals that this reaction involves oxygen reduction reaction (ORR).

Ni/NHC-catalyzed cross-coupling of methyl sulfinates and amines for direct access to sulfinamides

It was reported to develop a simple and convenient method for the Ni/NHC-catalyzed cross-coupling of methyl sulfinates and amines without an acid/base to afford secondary or tertiary sulfinamides in moderate to good yields. The method can provide the desired products with broad substrate scope, good chemoselectivity and good functional group compatibility. The presented approach may enrich the Ni/NHC catalyst system and promote the applications of methyl sulfinates in the organic sulfur chemistry.

A aryl sulfonic acid ester compound synthesis method (by machine translation)

The invention relates to medicine, in the field of organic chemical and fine chemical industry, and in particular relates to a simple, highly efficient method for preparing aryl sulfonic acid ester compound. The method is to four fluoro boric acid aryl diazonium salt, double-(sulfur dioxide) - 1, 4 - diazabicyclo [2.2.2] octane adduct (DABSO) and alcohol as the raw material, the copper salt catalyst, under the presence of an oxidant, nitrogen protection, 50 - 100 °C heating under the reaction conditions, it took 10 - 15 hours synthetic aryl sulfonate. The reaction through simple after treatment can be a high yield a series of aryl sulfonic acid ester compound. On the benzene ring with various substituted aryl four fluoroborates, ordinary primary alcohol, secondary alcohol can be utilized as a reaction substrate, to obtain the corresponding asia sulfonic acid ester. (by machine translation)

Metal- And oxidant-free electrochemical synthesis of sulfinic esters from thiols and alcohols

An efficient and eco-friendly electrochemical synthesis of various sulfinic esters from thiols and alcohols via sequential S-H/S bond cleavage and double S-O bond formation under mild reaction conditions has been developed. Stoichiometric oxidants, metal catalysts, activating agents and even added bases were avoided in this method, and the only by-product generated from this reaction was dihydrogen gas which could serve as a green source of energy. Various functional groups are compatible with this green protocol which can be easily conducted on a gram-scale.

A sustainable oxidative esterification of thiols with alcohols by a cobalt nanocatalyst supported on doped carbon

Here, we developed a new cobalt nanocatalyst supported on N-SiO2-doped activated carbon (Co/N-SiO2-AC), which exhibits excellent catalytic performance towards the oxidative esterification of (hetero)aryl and alkyl thiols with alcohols. A wide array of sulfinic esters were efficiently afforded in an exclusive chemoselective manner. The developed synthetic method proceeds with the merits of mild reaction conditions, broad substrate scope, operational simplicity, good functional group tolerance, earth-abundant and reusable cobalt catalysts, the utilization of renewable alcohols as the coupling partners and molecular O2 as the sole oxidant, which offers a practical method for sustainable synthesis of sulfinic esters.

Facile aerobic photo-oxidative synthesis of sulfinic esters

A mild and efficient one-pot visible light-induced method has been developed for the synthesis of sulfinic esters. Sulfinic esters are important structural elements that are frequently found in pharmaceutical agents and biologically active natural products. The routine procedure in the drug discovery and development process to prepare and fully characterize sulfinic esters make them a drug candidate for biological evaluation.