623-81-4

Basic information

• Product Name: Diethyl sulfite
• Synonyms: ETHYL SULFITE;DIETHYL SULFITE;SULFUROUS ACID DIETHYL ESTER;(C2H5O)2SO;Diethyl ester of sulfurous acid;Diethyl sulphite;Ethyl sulfite, (Et2SO3);Ethylethylsulfonate
• CAS NO: 623-81-4
• Molecular Formula: C₄H₁₀O₃S
• Molecular Weight: 138.19
• EINECS: 210-815-5
• Product Categories: Organic Building Blocks;Organic Sulfates/Sulfites;Sulfur Compounds
• Mol File: 623-81-4.mol

Chemical Properties

• Boiling Point: 158-160 °C(lit.)
• Flash Point: 129 °F
• Appearance: Clear colorless/Liquid
• Density: 1.077 g/mL at 25 °C(lit.)
• Vapor Pressure: 3.71mmHg at 25°C
• Refractive Index: n20/D 1.414(lit.)
• Storage Temp.: Flammables area
• BRN: 1701906
• CAS DataBase Reference: Diethyl sulfite(CAS DataBase Reference)
• NIST Chemistry Reference: Diethyl sulfite(623-81-4)
• EPA Substance Registry System: Diethyl sulfite(623-81-4)

Safety Data

• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 26-36-24/25-16
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• RTECS: WT3511000
• HazardClass: 3.2
• PackingGroup: III
• Hazardous Substances Data: 623-81-4(Hazardous Substances Data)

Usage

Uses

Used in Energy Storage Industry:
Diethyl sulfite is used as a film-forming and high-temperature additive for electrolytes in lithium-ion batteries. Its application reason is to improve the decomposition resistance of the electrolyte, which contributes to the overall performance and longevity of the battery.
Diethyl sulfite is also used as a solvent for lithium bis(oxalato)borate (LiBOB) based electrolytes. The LiBOB-based electrolyte with DES demonstrates high oxidation potentials and good conductivities, making it a valuable component in the development of advanced battery systems for various energy storage applications.

InChI:InChI=1/C4H10O3S/c1-3-6-8(5)7-4-2/h3-4H2,1-2H3

Upstream product

• 109-95-5 ethyl nitrite 
• 616-42-2 dimethylsulfite 
• 64-17-5 ethanol 
• 6378-11-6 ethyl chlorosulfite 
• 123-51-3 i-Amyl alcohol 
• 4396-03-6 chlorosulfurous acid isopentyl ester 
• 74-85-1 ethene 
• 122-51-0 orthoformic acid triethyl ester 
• 60-29-7 diethyl ether 
• 62-53-3 aniline 
• 3839-89-2 diphenylsulfur diimide 
• 15148-19-3 1,3-bis(p-nitrophenyl)-2-thia-1,3-diazaallene 
• 93394-08-2 O-chlorosulfinylbenzohydroximoyl chloride 
• 7419-56-9 N-hydroxy-N-(1,1-dimethylethyl)benzamide 

Downstream Products

• 10315-59-0 ethylmethylsulfite 
• 695-53-4 dimethadione 
• 17994-46-6 3-ethyl-5,5-dimethyl-2-thioxo-oxazolidin-4-one 
• 84-66-2 Diethyl phthalate 
• 1070-62-8 5-ethoxy-5-oxopentanoic acid 
• 818-38-2 Diethyl glutarate 
• 1606-80-0 allylsulfonic acid 
• 1912-30-7 ethyl ethanesulfonate 
• 64-67-5 diethyl sulfate 
• 75-00-3 chloroethane 
• 1070-34-4 butanedioic acid, monoethyl ester 
• 123-25-1 succinic acid diethyl ester 
• 4192-77-2 ethyl cinnamate 
• 5798-75-4 Ethyl 4-bromobenzoate 

Relevant articles and documents

A sulfitylation-oxidation protocol for the preparation of sulfates

A novel, high-yielding method for sulfation of alcohols has been developed, proceeding via sulfite- and sulfate diester intermediates. Sulfite diesters serve as versatile sulfate monoester precursors, allowing for transformations that are difficult or impossible with the latter compounds.

PROCESS FOR PRODUCING CYCLOPROPANE MONOACETAL DERIVATIVE AND INTERMEDIATE THEREFOR

A method of industrially advantageously producing a cyclopropane monoacetal derivative represented by the formula (III) conveniently and also in a fewer steps by reacting a halogenated unsaturated carbonyl compound represented by the formula (II) with an alcoholate. wherein each symbol is as defined in the specification.

Synthesis and anti-influenza virus activity of 7-O-alkylated derivatives related to zanamivir

A series of 7-alkyl ether derivatives related to zanamivir were synthesized using direct alkylation of the C-7 alcohol of sialic acid. Alkyl ether moiety of less than 12 carbons in length showed low nanomolar inhibitory activity against influenza A virus sialidase. Furthermore, their moiety improved influenza A virus plaque reduction activity compared to zanamivir. However, removal of the 8,9-diol of the 7-O-alkyl derivatives resulted in loss of antiviral potency. This result suggests that 8,9-diol must play an important role in binding with both influenza A and B virus sialidases.

Reactions of 4-chloromethyl-1,3,2-dioxathiolane 2-oxides with sodium phenoxide. A reinvestigation

The reactions of 4-chloromethyl-1,3,2-dioxathiolane 2-oxides with PhONa in EtOH are accompanied by ring opening under the action of the ethoxide ion rather than leading to a rearrangement of the starting molecule as has been assumed previously. Under conditions precluding competition with other nucleophiles, the phenoxide anion smoothly replaces the chlorine atom in chloromethyl-substituted cyclic sulfites.

Photolysis of dialkoxy disulfides: A convenient source of alkoxy radicals for addition to the sphere of fullerene C60

Photolysis of dialkoxy disulfides ROSSOR (R = Me, Et, i-Pr, t-Bu, i-PrCH2, t-BuCH2) yields the radicals RO?, ROS?, and ROS?=O that were identified on the basis of product analysis and spin trapping techniques. It has been shown that only the alkoxy radicals RO?, produced from ROSSOR, add to the sphere of fullerene C60 in steady state conditions to yield the RO-C60? adducts which can be detected by ESR spectroscopy. The different trend of the hydrogen splitting constants in the RO-C60? with respect to the corresponding RS-C60? adducts previously reported has been interpreted as a consequence of the different C-O and C-S bond lengths.

ORGANOSULPHUR COMPOUNDS-LXIX OPTICALLY ACTIVE SULPHINATES: A NEW TYPE OF ENANTIOSELECTIVE ASYMMETRIC SYNTHESIS AND KINETIC RESOLUTION

Optically active sulphinates with the sulphur atom as a sole centre of chirality are prepared by two methods.The first involves the reaction of symmetrical sulphites with tert-butylmagnesium chloride in the presence of optically active aminoalcohols.This new asymmetric, enantioselective synthesis affords t-butylsulphinates with 40-70percent enantiomeric excess values.The second approach is based on a new type of kinetic resolution taking place when racemic sulphinates are reacted with tert-butylmagnesium chloride complexed by optically active alkaloid bases.Both the recovered sulphinates and sulphoxides formed in this reaction show moderate optical purities.

Reaction of N-Aroyl-N-t-butylhydroxylamines with Thionyl Chloride. Synthesis of Substituted Benzohydroximoyl Chlorides

The reaction of N-benzoyl-N-t-butylhydroxylamine with thionyl chloride in carbon tetrachloride gave O-chlorosulfinylbenzohydroximoyl chloride as the main product.On treating with ethanol, the compound gave benzohydroximoyl chloride in good yield.The reaction was applied to the synthesis of substituted benzohydroximoyl chlorides.

ALCOHOLYSIS OF N,N'-DIARYLSULPHURDIIMIDES

The reaction of some N,N'-diarylsulphurdiimides, Ar-N=S=N-Ar, with ethanol, in the presence of anhydrous CuCl2, involves the cleavage of the substrate to amine, diethyl sulphite and diethyl ether.In addition to the reactions with this typical primary alcohol, the reactions between 5 (Ar = p-O2N-C6H4) and some secondary and tertiary alcohols, in the presence of the corresponding aluminium alkoxides, were investigated.While the reaction of 2-propanol is quite similar to that with ethanol, a rather different behaviour was observed with cyclohexanol and two tertiary alcohols, since they formed the alkenes which correspond to their formal dehydration products.All attempts to ethanolyse in basic solution led, instead, to the formation of a presumed adduct between 5 and sodium ethoxide.