What is the preferred IUPAC name for Dimethyl sulfite?

The preferred IUPAC name for Dimethyl sulfite is Dimethyl sulfite.

What are some alternative names listed for Dimethyl sulfite?

Other names listed for Dimethyl sulfite include Dimethyl sulphite, Sulfurous acid, dimethyl ester, and DMSO3.

What is the CAS Registry Number for Dimethyl sulfite?

The CAS Registry Number for Dimethyl sulfite is 616-42-2.

Where can an interactive 3D model of Dimethyl sulfite be accessed?

Interactive 3D models of Dimethyl sulfite can be accessed through links provided by chemapps.stolaf.edu, offering different views of the molecule.

What is the ChEBI identifier for Dimethyl sulfite?

The ChEBI identifier for Dimethyl sulfite is CHEBI:48858.

What is the ChemSpider identifier for Dimethyl sulfite?

The ChemSpider identifier for Dimethyl sulfite is 62436.

What is the ECHA InfoCard number for Dimethyl sulfite?

The ECHA InfoCard number for Dimethyl sulfite is 100.009.529.

What is the European Community (EC) number assigned to Dimethyl sulfite?

The European Community (EC) number for Dimethyl sulfite is 210-481-0.

What is the PubChem Compound ID (CID) for Dimethyl sulfite?

The PubChem Compound ID (CID) for Dimethyl sulfite is 69223.

What is the UNII (Unique Ingredient Identifier) for Dimethyl sulfite?

The UNII for Dimethyl sulfite is 9JFA40S66P.

What is the CompTox Chemicals Dashboard (EPA) identifier for Dimethyl sulfite?

The CompTox Chemicals Dashboard (EPA) identifier for Dimethyl sulfite is DTXSID3060665.

Can you provide the InChI string for Dimethyl sulfite?

Yes, the InChI string for Dimethyl sulfite is InChI=1S/C2H6O3S/c1-4-6(3)5-2/h1-2H3, with the key BDUPRNVPXOHWIL-UHFFFAOYSA-N. An older version is also provided: InChI=1/C2H6O3S/c1-4-6(3)5-2/h1-2H3, Key: BDUPRNVPXOHWIL-UHFFFAOYAF.

What are the SMILES notations for Dimethyl sulfite?

The SMILES notations for Dimethyl sulfite are COS(=O)OC and O=S(OC)OC.

What is the chemical formula for Dimethyl sulfite?

The chemical formula for Dimethyl sulfite is C2H6O3S.

What is the molar mass of Dimethyl sulfite?

The molar mass of Dimethyl sulfite is 110.13 g/mol.

What is the physical appearance of Dimethyl sulfite?

Dimethyl sulfite appears as a clear liquid.

What is the density of Dimethyl sulfite?

The density of Dimethyl sulfite is 1.29 g/cm³.

At what temperature does Dimethyl sulfite boil?

Dimethyl sulfite boils at 126 °C (259 °F; 399 K).

Under what standard conditions are the properties of Dimethyl sulfite typically reported?

Properties of Dimethyl sulfite are typically reported under standard state conditions, which are at 25 °C (77 °F) and 100 kPa.

What is Dimethyl sulfite, and what is its chemical formula?

Dimethyl sulfite is classified as a sulfite ester, a type of organic compound derived from sulfurous acid where the hydroxyl groups are replaced by alkoxy groups. Its chemical formula is C2H6O3S.

What are the primary applications of Dimethyl sulfite mentioned in the text?

Dimethyl sulfite is utilized as an additive in certain polymers to inhibit oxidation. Additionally, it is considered a potentially valuable solvent for high-energy battery electrolytes.

What can the Dimethyl sulfite molecule do regarding its spatial arrangement?

The Dimethyl sulfite molecule can adopt various spatial arrangements, which are known as conformations.

Which conformation is identified as the most stable for Dimethyl sulfite?

The GG conformer is identified as the most stable conformation for the Dimethyl sulfite molecule.

How are the C–O bonds oriented in the most stable GG conformation of Dimethyl sulfite relative to the S=O bond?

In the most stable GG conformer of Dimethyl sulfite, each carbon-oxygen (C–O) bond is positioned in a gauche orientation relative to the sulfur-double bond oxygen (S=O) bond. This means they are at an angle to each other, rather than being directly aligned or opposite.

What does the provided 2D structural formula image depict?

The provided 2D structural formula image illustrates the GG conformation of dimethyl sulfite, showing the specific arrangement of its atoms and bonds in this stable configuration.

What are the primary reactants used to prepare Dimethyl sulfite?

Dimethyl sulfite is prepared using thionyl chloride and methanol as the primary reactants.

What is the recommended ratio of thionyl chloride to methanol for the preparation of Dimethyl sulfite?

The preparation of Dimethyl sulfite involves a 1:2 ratio of thionyl chloride to methanol.

What type of compounds can catalyze the reaction between thionyl chloride and methanol to form Dimethyl sulfite?

Tertiary amine bases can be used as catalysts to facilitate the reaction between thionyl chloride and methanol for the preparation of Dimethyl sulfite.

What intermediate compound is likely formed during the preparation of Dimethyl sulfite?

The reaction likely proceeds through a chlorosulfinate intermediate, specifically MeOS(O)Cl.

Why is the decomposition of the chlorosulfinate intermediate into methyl chloride and sulfur dioxide not significantly observed during the preparation of Dimethyl sulfite?

This decomposition is not observed to a great extent because the intermediate, MeOS(O)Cl, exists only fleetingly in the presence of methanol and tends to react further rather than decompose via the slower SNi mechanism.

What is the chemical equation representing the preparation of Dimethyl sulfite from thionyl chloride and methanol?

The chemical equation for the preparation is SOCl₂ + 2 CH₃OH → (CH₃O)₂SO + 2 HCl. This indicates that one molecule of thionyl chloride reacts with two molecules of methanol to yield one molecule of dimethyl sulfite and two molecules of hydrogen chloride.

What is a chemical isomer of Dimethyl sulfite mentioned in the 'See also' section?

Methyl methanesulfonate is listed as a chemical isomer of Dimethyl sulfite in the 'See also' section.

What other similar chemical compound is listed in the 'See also' section?

Diethyl sulfite, which is another type of sulfite ester, is listed in the 'See also' section.

What other sulfur-containing compounds are mentioned in the 'See also' section alongside Dimethyl sulfite?

Dimethyl sulfoxide and Dimethyl sulfate are also listed in the 'See also' section, indicating related chemical structures or compounds.

What topic was investigated in the 2005 paper by Borba et al. published in J. Phys. Chem. A?

The 2005 paper by Borba et al. in The Journal of Physical Chemistry A focused on a matrix isolation FTIR spectroscopic and theoretical study of Dimethyl Sulfite.

What was the subject of the 1997 study by Guenther et al. in Polymer Degradation and Stability?

The 1997 study by Guenther et al. investigated the antioxidant action of organic sulfites, specifically examining esters of sulfurous acid as secondary antioxidants.

What did the 1968 paper by N. P. Yao, E. D'Orsay, and D. N. Bennion investigate regarding Dimethyl sulfite?

The 1968 paper investigated the behavior of Dimethyl sulfite as a potential nonaqueous battery solvent.

What is the subject of the 1931 paper by Voss and Blanke published in Justus Liebigs Annalen der Chemie?

The 1931 paper by Voss and Blanke discusses esters of sulfurous acid.

What review article from 1963 is referenced concerning organic sulfites?

A review article titled 'Organic Sulfites' by H. F. van Woerden, published in Chemical Reviews in December 1963, is referenced.

Where can additional chemical data for Dimethyl sulfite be found online?

Additional chemical data for Dimethyl sulfite can be found on the NIST WebBook, specifically at the provided URL for C2H6SO3.

Dimethyl Sulfite Wiki: Dimethyl Sulfite: A Deep Dive into its Molecular Architecture and Chemical Utility

Dive in with Flashcard Learning!

When you are ready...
🎮 Play the Wiki2Web Clarity Challenge Game🎮

Molecular Structure

Conformations and Geometry

Dimethyl sulfite, represented by the chemical formula (CH₃O)₂SO, is a sulfite ester. Its molecular structure allows for various spatial arrangements known as conformations. The most energetically stable conformation is designated as the GG conformer. In this arrangement, each carbon-oxygen (C–O) bond exhibits a gauche relationship with the sulfur-double bond oxygen (S=O) bond.

The 2D representation illustrates the spatial orientation of the methyl groups relative to the central sulfite group in the stable GG conformation:

Structural formula of the GG conformation of dimethyl sulfite.

This specific arrangement minimizes steric hindrance between the methyl groups and the sulfite moiety, contributing to its stability.

Synthesis Pathway

Reaction Mechanism

Dimethyl sulfite is synthesized through the reaction of thionyl chloride (SOCl₂) with methanol (CH₃OH) in a 1:2 molar ratio. This reaction is often facilitated by tertiary amine bases, which act as catalysts. The process is understood to proceed via a chlorosulfinate intermediate (MeOS(O)Cl). While this intermediate can potentially decompose through an SNi mechanism to yield methyl chloride and sulfur dioxide, this pathway is less significant under typical reaction conditions due to the rapid reaction of the intermediate with excess methanol.

Chemical Equation

SOCl₂ + 2 CH₃OH → (CH₃O)₂SO + 2 HCl

This equation represents the overall stoichiometry of the synthesis, yielding dimethyl sulfite and hydrogen chloride as byproducts.

Physicochemical Properties

Key Data Points

Dimethyl sulfite exhibits the following characteristic properties:

Chemical Formula: C₂H₆O₃S
Molar Mass: 110.13 g·mol⁻¹
Appearance: Clear liquid
Density: 1.29 g/cm³
Boiling Point: 126 °C (259 °F; 399 K)

These properties are typically reported under standard conditions (25 °C, 100 kPa), unless otherwise specified.

Identifiers and Representations

For precise identification and data retrieval, Dimethyl Sulfite is cataloged under various standard identifiers:

CAS Number: 616-42-2
ChEBI ID: CHEBI:48858
ChemSpider ID: 62436
PubChem CID: 69223
InChI: InChI=1S/C2H6O3S/c1-4-6(3)5-2/h1-2H3
SMILES: COS(=O)OC (or O=S(OC)OC)

Interactive 3D models are also available for detailed structural analysis.

Industrial Applications

Polymer Stabilization

Dimethyl sulfite finds utility as an additive in certain polymer formulations. Its primary role in this context is to act as an antioxidant, helping to prevent the degradation of the polymer material over time. This function is crucial for extending the lifespan and maintaining the integrity of polymeric products.

Energy Storage

Emerging research indicates that dimethyl sulfite possesses potential as a solvent for electrolytes in high-energy battery systems. Its electrochemical properties may contribute to improved battery performance and stability, making it a subject of interest in the field of advanced energy storage solutions.

Related Compounds

Chemical Neighbors

Dimethyl sulfite shares structural similarities and functional relationships with several other chemical compounds:

Methyl methanesulfonate: A chemical isomer with a different arrangement of atoms.
Diethyl sulfite: A similar sulfite ester, differing in the alkyl groups attached.
Dimethyl sulfoxide (DMSO): An oxidized derivative with distinct properties and applications.
Dimethyl sulfate: A sulfate ester, analogous to dimethyl sulfite but with a different oxidation state of sulfur.

Teacher's Corner

Edit and Print this course in the Wiki2Web Teacher Studio

Edit and Print Materials from this study in the wiki2web studio

Click here to open the "Dimethyl Sulfite" Wiki2Web Studio curriculum kit

Use the free Wiki2web Studio to generate printable flashcards, worksheets, exams, and export your materials as a web page or an interactive game.

True or False?

Test Your Knowledge!

Gamer's Corner

Are you ready for the Wiki2Web Clarity Challenge?

Learn about dimethyl_sulfite while playing the wiki2web Clarity Challenge game.

Unlock the mystery image and prove your knowledge by earning trophies. This simple game is addictively fun and is a great way to learn!

Play now

Explore More Topics

Discover other topics to study!

wrongful dismissal

museum of broadcast communications

serial killer

nazi plunder

research and development

kingdom of croatia habsburg

References

A full list of references for this article are available at the Dimethyl sulfite Wikipedia page

Feedback & Support

To report an issue with this page, or to find out ways to support the mission, please click here.

Disclaimer

Important Notice

This page has been generated by an Artificial Intelligence model and is intended solely for informational and educational purposes. The content is derived from a snapshot of publicly available data, primarily from Wikipedia, and may not be entirely comprehensive, accurate, or current.

This is not professional chemical advice. The information presented here should not be considered a substitute for expert consultation regarding chemical safety, handling, usage, or specific industrial applications. Always refer to official safety data sheets (SDS), technical documentation, and consult with qualified chemical professionals for any practical or safety-related matters.

The creators of this content assume no responsibility for any errors, omissions, or consequences arising from the use of this information.

Dimethyl Sulfite: Molecular Architecture and Chemical Utility

💡 Dive in with Flashcard Learning! 💡

Molecular Structure 🔬

📐 Conformations and Geometry

Synthesis Pathway 🧪

⚙️ Reaction Mechanism

➡️ Chemical Equation

Physicochemical Properties 📊

🔢 Key Data Points

ℹ️ Identifiers and Representations

Industrial Applications 🚀

🔗 Polymer Stabilization

🔋 Energy Storage

Related Compounds 🔗

📚 Chemical Neighbors

Teacher's Corner 🧑‍🏫

Edit and Print this course in the Wiki2Web Teacher Studio

True or False? 🤔

❓ Test Your Knowledge! ❓

Gamer's Corner 🎮

Are you ready for the Wiki2Web Clarity Challenge?

Explore More Topics

📜 Discover other topics to study!

References

📜 References

Feedback & Support 👍

To report an issue with this page, or to find out ways to support the mission, please click here.

Disclaimer ⚠️

📜 Important Notice

Dive in with Flashcard Learning!

Molecular Structure

Conformations and Geometry

Synthesis Pathway

Reaction Mechanism

Chemical Equation

Physicochemical Properties

Key Data Points

Identifiers and Representations

Industrial Applications

Polymer Stabilization

Energy Storage

Related Compounds

Chemical Neighbors

Teacher's Corner

True or False?

Test Your Knowledge!

Gamer's Corner

Discover other topics to study!

References

Feedback & Support

Disclaimer

Important Notice