1859-03-6

Basic information

• Product Name: Benzenesulfinic acid, ethyl ester
• CAS NO: 1859-03-6
• Molecular Formula: C8H10O2S
• Molecular Weight: 170.232
• Mol File: 1859-03-6.mol
• Article Data: 27

Chemical Properties

• CAS DataBase Reference: Benzenesulfinic acid, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfinic acid, ethyl ester(1859-03-6)
• EPA Substance Registry System: Benzenesulfinic acid, ethyl ester(1859-03-6)

Safety Data

• Hazardous Substances Data: 1859-03-6(Hazardous Substances Data)

Upstream product

• 64-17-5 ethanol 
• 618-41-7 Benzenesulfinic acid 
• 128-09-6 N-chloro-succinimide 
• 831-91-4 Benzyl phenyl sulfide 
• 100-68-5 methyl-phenyl-thioether 
• 4972-29-6 benzenesulphinyl chloride 
• 1825-62-3 ethyl trimethylsilyl ether 
• 98-09-9 benzenesulfonyl chloride 
• 80-17-1 benzenesufonyl hydrazide 
• 882-33-7 diphenyldisulfane 
• 5000-44-2 1-phenylsulfonyl-2-propanone 
• 14204-27-4 N-phenylthiophthalimide 
• 61775-35-7 phenylsulfenyl methyl thiocarbonate 
• 16883-74-2 lithium benzenesulfinate 

Downstream Products

• 139-66-2 diphenyl sulfide 
• 76380-14-8 phenyl 2-propenyl sulfone 
• 29290-73-1 C₁₅H₁₆O₂S₂ 
• 69333-65-9 (1-Ethoxy-propane-2-sulfonyl)-benzene 
• 1039718-15-4 (+/-)-phenyl perdeuteriophenyl sulfoxide 
• 51207-25-1 ethylphenylsulfoxide 
• 63955-67-9 1-methyl-3-(phenylthio)-1H-indole 
• 633303-87-4 3-(phenylthio)-1H-pyrrolo[2,3-b]pyridine 
• 56366-45-1 2-methyl-3-phenylthioindole 
• 945000-95-3 6-bromo-3-(phenylthio)-1H-indole 
• 227803-35-2 5-chloro-3-(phenylthio)-1H-indole 
• 1335609-20-5 7-methyl-3-(phenylthio)-1H-indole 
• 340169-29-1 5-methoxy-3-(phenylsulfanyl)-1H-indole 
• 92554-52-4 5-methyl-3-(phenylsulfanyl)indole 

Relevant articles and documents

Photooxidation of Sulfenic Acid Derivatives. 5. The Reaction of Singlet Oxygen with Ethyl Phenyl Sulfenate

The reaction of ethyl phenylsulfenate ester with singlet oxygen was investigated.The total rate of disappearance of singlet oxygen induced by the sulfenate ester, kT, was measured by monitoring the quenching of the emission of singlet oxygen at 1270 nm.This result coupled with a measurement of the rate of product formation reveals that ethyl phenylsulfenate ester does not physically quench singlet oxygen.Quantitative trapping studies with Ph2S and Ph2SO suggest that only one intermediate is kinetically required on the reaction surface.This is in dramatic contrast to sulfides and sulfenamides which require two intermediates.The implications of these results are discussed.

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.).

Sulfoxide-Promoted Chlorination of Indoles and Electron-Rich Arenes with Chlorine as Nucleophile

An efficient chlorination of indoles and electron-rich arenes with chlorine anion as nucleophile is described. With the use of ethyl phenyl sulfoxide as the promoter, the reaction went smoothly under metal-free and mild conditions. Various indoles and electron-rich arenes are converted into the corresponding chlorinated compounds in moderate to excellent yields. A plausible interrupted Pummerer reaction mechanism was proposed without the oxidation of chloride anion. In addition, the byproduct thioether could be easily converted to the starting material sulfoxide just by a simple oxidation reaction. (Figure presented.).