1858-86-2

Basic information

• Product Name: ethyl 4-methylbenzenesulfinate
• CAS NO: 1858-86-2
• Molecular Formula: C₉H₁₂O₂S
• Molecular Weight: 184.2554
• Mol File: 1858-86-2.mol
• Article Data: 43

Chemical Properties

• Boiling Point: 288.8°C at 760 mmHg
• Flash Point: 128.4°C
• Density: 1.18g/cm³
• Vapor Pressure: 0.00397mmHg at 25°C
• Refractive Index: 1.571
• CAS DataBase Reference: ethyl 4-methylbenzenesulfinate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 4-methylbenzenesulfinate(1858-86-2)
• EPA Substance Registry System: ethyl 4-methylbenzenesulfinate(1858-86-2)

Safety Data

• Hazardous Substances Data: 1858-86-2(Hazardous Substances Data)

Upstream product

• 10439-23-3 4-methylbenzenesulfinyl chloride 
• 64-17-5 ethanol 
• 536-57-2 p-toluene sulfinic acid 
• 21179-27-1 (S)-(+)-N,N,4-trimethylbenzenesulfinamide 
• 3161-63-5 C₂₄H₂₅N₃O₆S₃ 
• 141-52-6 sodium ethanolate 
• 6378-11-6 ethyl chlorosulfite 
• 6873-90-1 N-benzyl-4-methylbenzenesulfinamide 
• 25566-59-0 N-methyl-N-(2-phenethyl)-4-methylbenzenesulfonamide 
• 541-41-3 chloroformic acid ethyl ester 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 98-59-9 p-toluenesulfonyl chloride 
• 2678-54-8 ketene diethyl acetal 
• 185243-93-0 N-[(4-methoxyphenyl)-(toluene-4-sulfonyl)methyl]formamide 

Downstream Products

• 80-40-0 ethyl ester of p-toluenesulfonic acid 
• 10381-70-1 benzyl 4-methylphenyl sulfoxide 
• 116560-15-7 4-Methyl-benzenesulfinic acid isopropyl-methyl-amide 
• 49833-45-6 tert-butyl 4-methylphenyl sulfoxide 
• 59203-02-0 (R)-ethyl p-toluenesulfinate 
• 103-19-5 di(p-tolyl) disulfide 
• 6873-86-5 p-Toluolsulfinsaeure-isopropylamid 
• 111289-38-4 N-allyl-4-methylbenzenesulfinamide 
• 112-92-5 1-octadecanol 
• 103808-56-6 (+/-)-octadecyl p-tolyl sulphoxide 
• 20663-33-6 m-anisyl p-tolyl sulfoxide 
• 19474-82-9 1-methyl-3-(p-tolylsulfinyl)benzene 
• 53046-20-1 1-methyl-3-tosylbenzene 
• 10381-68-7 1-methyl-4-(2-toluenesulfinyl)benzene 

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.).

Iodine-catalyzed sulfuration of isoquinolin-1(2H)-ones applying ethyl sulfinates

An efficient sulfuration of isoquinolin-1(2H)-ones at the C-4 position is reported by employing ethyl sulfinates, and the corresponding products are obtained in moderate to excellent yields in the presence of iodine. This synthetic strategy provides a range of thioether-isoquinolin-1(2H)-ones while tolerating a number of functional groups on the isoquinoline nitrogen atom and benzene ring. In addition, pyridin-2(1H)-one is also reacted smoothly and afforded the corresponding thioether product in moderate yield. A plausible mechanism is suggested based on the preliminary mechanistic studies.