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Dimethyl Sulfoxide, Methyl Sulfoxide, Methyl Sulfinyl Methane, Sulfinylbis Methane, DMSO, 67-68-5

Dimethyl Sulfoxide, Methyl Sulfoxide, Methyl Sulfinyl Methane, Sulfinylbis Methane, DMSO, 67-68-5

DIMETHYL SULFOXIDE (DMSO)

PRODUCT IDENTIFICATION INFORMATION

Parameter Information
Product Name Dimethyl Sulfoxide
Chemical Name (IUPAC) Dimethyl Sulfoxide
Common Names DMSO, Methyl Sulfoxide, Methylsulfinylmethane, Sulfinylbis Methane
CAS Number 67-68-5
EC Number (EINECS) 200-664-3
Molecular Formula C₂H₆OS
Molecular Weight 78.13 g/mol
Appearance Colorless, clear liquid

CHEMICAL STRUCTURE

    Dimethyl Sulfoxide (DMSO)
    
         O
         ||
    CH₃ — S — CH₃

    Dimethyl Sulfoxide
    (CH₃)₂SO

Molecular Formula: C₂H₆OS
SMILES: CS(=O)C
InChI: InChI=1S/C2H6OS/c1-4(2)3/h1-2H3
Functional Groups: Sulfoxide group (S=O)
Structure: Organic sulfur compound; Polar aprotic solvent

SECTION 1: CHEMICAL IDENTITY AND DEFINITION

Parameter Information
Product Name Dimethyl Sulfoxide
Chemical Name (IUPAC) Dimethyl Sulfoxide
Common Names (English) DMSO, Methyl Sulfoxide, Methylsulfinylmethane, Sulfinylbis Methane, Dimethyl Sulfoxide
Common Names (Turkish) Dimetil Sülfoksit, DMSO, Metil Sülfoksit, Sülfinilbis Metan
CAS Number 67-68-5
EC Number (EINECS) 200-664-3
Molecular Formula C₂H₆OS
Molecular Weight 78.13 g/mol
Chemical Class Organic compound; organosulfur compound; sulfoxide
Physical State (20°C) Liquid
Odor Characteristic odor (garlic-like or oyster-like)
Color Colorless, clear liquid
Taste Sweet, characteristic taste

SECTION 2: PHYSICAL AND CHEMICAL PROPERTIES

Property Value Test Method / Note
Appearance Colorless, clear liquid Visual
Odor Characteristic (garlic-like) Olfactometric
Molecular Weight 78.13 g/mol Calculated
Density (20°C) 1.10 g/cm³ ASTM D4052
Melting Point 18.5°C (crystallizes below this temperature) DSC
Boiling Point 189°C -
Flash Point ~89°C (closed cup) ASTM D93
Solubility in Water Completely miscible General Method
Solubility in Organic Solvents Miscible with ethanol, ethyl acetate, acetone, chloroform, benzene General Method
pH (100 g/L Solution) 6.5 - 7.5 (neutral) pH Meter
Dielectric Constant ~47 (polar aprotic solvent) -
Viscosity (25°C) 1.996 cP ASTM D445
Hygroscopicity Highly hygroscopic (absorbs moisture from air) -
Refractive Index 1.479 -
Vapor Pressure 0.42 mmHg (at 20°C) -
Surface Tension 43.5 dyn/cm -
Dipole Moment 4.3 D -
Autoignition Temperature ~215°C -

SECTION 3: CHEMICAL PROPERTIES AND REACTIVITY

Parameter Information
Chemical Character Polar aprotic solvent; highly hygroscopic; good solvating properties for both polar and non-polar compounds
Stability Stable under normal conditions; Decomposes upon heating to dimethyl sulfide and dimethyl sulfone; Sensitive to light and air
Reactivity Acts as a strong polar solvent; Can be oxidized to dimethyl sulfone (MSM); Can be reduced to dimethyl sulfide; Reacts with strong acids and bases
Incompatible Materials Strong acids, strong bases, strong oxidizing agents, reducing agents, acid chlorides, phosphorus compounds
Polymerization Will not polymerize
Decomposition Products (Heating) Dimethyl sulfide (CH₃SCH₃), Dimethyl sulfone (MSM), Sulfur dioxide (SO₂)
Hazardous Reactions Reacts with strong oxidizing agents (exothermic); Reacts with strong acids (exothermic); May decompose at high temperatures releasing toxic sulfur oxides
Oxidation (CH₃)₂SO + [O] → (CH₃)₂SO₂ (MSM)
Reduction (CH₃)₂SO + [H] → (CH₃)₂S (DMS)
Hydrolysis Stable in water; does not hydrolyze
Solvation Strongly solvates cations, enhances nucleophilic reactivity of anions
Hygroscopicity Rapidly absorbs moisture from air; Must be stored in airtight containers
Cryoprotectant Prevents ice crystal formation; Protects cells during freezing

SECTION 4: COMPARISON OF DMSO AND RELATED COMPOUNDS

Property DMSO (C₂H₆OS) MSM (C₂H₆O₂S) DMS (C₂H₆S) DMF (C₃H₇NO)
CAS Number 67-68-5 67-71-0 75-18-3 68-12-2
Formula C₂H₆OS C₂H₆O₂S C₂H₆S C₃H₇NO
Oxidation State Sulfoxide Sulfone Sulfide Amide
Molecular Weight 78.13 94.13 62.13 73.09
Appearance Colorless liquid White crystals Colorless liquid Colorless liquid
Melting Point 18.5°C 107-111°C -98°C -61°C
Solvent Properties Excellent (polar aprotic) Limited Limited Excellent (polar aprotic)
Primary Use Solvent, cryoprotectant Supplement, synthesis Chemical intermediate Solvent, synthesis

SECTION 5: PRODUCTION METHODS

Method 1: Oxidation of Dimethyl Sulfide (DMS) (Main Industrial Method)

  • Reaction: (CH₃)₂S + ½O₂ → (CH₃)₂SO

  • Description: Dimethyl sulfide is oxidized with oxygen or nitrogen dioxide; Catalysts such as vanadium or iron-based catalysts are used to increase reaction rate and yield; Product is purified to obtain high-purity DMSO; Most common industrial production method

Method 2: Oxidation of Dimethyl Sulfide with Hydrogen Peroxide

  • Reaction: (CH₃)₂S + H₂O₂ → (CH₃)₂SO + H₂O

  • Description: Dimethyl sulfide is oxidized with hydrogen peroxide; DMSO is formed; Used for smaller-scale production

Method 3: Oxidation of Dimethyl Sulfide with Nitrogen Dioxide

  • Reaction: (CH₃)₂S + NO₂ → (CH₃)₂SO + NO

  • Description: Dimethyl sulfide is oxidized with nitrogen dioxide; DMSO is formed; Used in industrial processes

Method 4: Extraction from Natural Sources

  • Process: Wood pulping by-product → DMSO (trace amounts)

  • Description: DMSO is naturally present in trace amounts in some plants and as a by-product of wood pulping; Limited commercial significance

SECTION 6: FUNCTIONAL PROPERTIES AND MECHANISM OF ACTION

Property Description
Polar Aprotic Solvent Excellent solvent for both polar and non-polar compounds; Dissolves a wide range of organic and inorganic compounds; Enhances nucleophilic reactivity (SN2 reactions)
Skin Penetration Enhancer Penetrates biological membranes rapidly; Increases permeability of skin; Enhances transdermal drug delivery; Carrier for topical drug formulations
Cryoprotectant Prevents ice crystal formation during freezing; Protects cells and tissues from freeze damage; Used in cell culture media (5-10%); Organ preservation
Anti-inflammatory Modulates inflammatory response; Reduces cytokine production; Reduces oxidative stress; Used in some medical applications
Antioxidant Scavenges free radicals; Reduces oxidative damage; Protects cells from oxidative stress
Solubilizer Solubilizes hydrophobic compounds; Dissolves peptides, proteins, carbohydrates, and polymers; Pharmaceutical formulations
Penetration Enhancer Facilitates passage through cell membranes; Enhances bioavailability of drugs; Transdermal drug delivery systems
Free Radical Scavenger Neutralizes reactive oxygen species; Protects biological systems from oxidative damage

SECTION 7: MAIN APPLICATION AREAS

Industry / Application Function Typical Use
Chemical Industry Solvent Polar aprotic solvent for chemical reactions (SN2 reactions); Polymer synthesis; Organic synthesis; Reaction medium
Pharmaceutical / Medical Drug carrier Transdermal drug delivery; Skin penetration enhancer; Topical formulations; Carrier for active pharmaceutical ingredients
Biotechnology Cryoprotectant Cell culture media (5-10%); Cryopreservation of cells, tissues, and organs; Organ preservation; Stem cell storage
Laboratory Solvent NMR spectroscopy; Chromatography; Analytical chemistry; Chemical analysis
Industrial Cleaning Solvent Degreaser; Paint stripper; Stain remover; Industrial formulations
Cosmetics Carrier Skin care products; Transdermal formulations; Penetration enhancer
Polymer Chemistry Solvent Polymer synthesis and processing; Contact lens production; PVC processing
Veterinary Carrier Topical applications for animals; Transdermal delivery
Agriculture Solvent Pesticide formulations; Agricultural chemical carrier

SECTION 8: QUALITY SPECIFICATIONS

Parameter Specification Test Method
Appearance Colorless, clear liquid Visual
Assay (C₂H₆OS) ≥ 99.0% - 99.9% GC / HPLC
Water Content ≤ 0.1% - 0.5% Karl Fischer
Melting Point ≥ 18.3°C DSC
Density (20°C) 1.095 - 1.105 g/cm³ ASTM D4052
Refractive Index (20°C) 1.478 - 1.480 Refractometer
pH (100 g/L Solution) 6.5 - 7.5 pH Meter
Residue on Ignition ≤ 0.01% Gravimetric (800°C)
Heavy Metals (as Pb) ≤ 10 ppm AAS / ICP
Iron (Fe) ≤ 1 ppm AAS / ICP
Chloride (Cl) ≤ 0.01% Titrimetric
Sulfate (SO₄) ≤ 0.01% Turbidimetric
Dimethyl Sulfone (MSM) ≤ 0.1% GC
Dimethyl Sulfide (DMS) ≤ 0.01% GC
Color (APHA) ≤ 10 Colorimetry

SECTION 9: TOXICOLOGICAL PROFILE

Parameter Value
Acute Oral Toxicity (LD50, Rat) ~ 14,500 mg/kg (low toxicity)
Acute Dermal Toxicity Low toxicity; Rapidly absorbed through skin
Acute Inhalation Toxicity Low toxicity; Vapors may cause irritation
Skin Irritation May cause irritation; Rapid skin penetration
Eye Irritation May cause eye irritation
Respiratory Irritation Vapors may cause respiratory irritation
Chronic Toxicity Low toxicity; Considered relatively safe for topical and research use
Carcinogenicity Not classified as carcinogenic
Mutagenicity Not classified as mutagenic
Reproductive Toxicity Not classified as reproductive toxicant
Target Organs Skin, eyes, respiratory system
Occupational Exposure Limit (8h TWA) Not established
Special Toxicity Note Rapidly penetrates skin; May carry dissolved substances through skin; Avoid contact with skin and eyes; Use appropriate personal protective equipment; High doses may cause gastrointestinal discomfort; Considered safe for topical use in many applications

SECTION 10: GHS CLASSIFICATION AND LABELING

GHS Classification (Compliant with CLP and UN GHS):

Hazard Class Category H-Statement
Eye Irritation Category 2 H319
Skin Irritation Category 3 H316
STOT - SE (Single Exposure) Category 3 H335

Signal Word: WARNING

Hazard Pictograms: GHS07 (Exclamation Mark)

Hazard Statements (H-Codes):

Code Statement
H316 Causes mild skin irritation
H319 Causes serious eye irritation
H335 May cause respiratory irritation

NFPA 704 Hazard Classification:

Health Flammability Reactivity Special
2 1 0 -
(Moderate health hazard) (Slightly flammable) (Stable) (None)

SECTION 11: PRECAUTIONARY STATEMENTS (P-CODES)

Code Statement
P261 Avoid breathing dust/fume/gas/mist/vapors/spray
P264 Wash hands thoroughly after handling
P271 Use only outdoors or in a well-ventilated area
P280 Wear protective gloves/protective clothing/eye protection/face protection
P302+P352 IF ON SKIN: Wash with plenty of soap and water
P304+P340 IF INHALED: Remove person to fresh air and keep comfortable for breathing
P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and continue rinsing
P312 Call a POISON CENTER/doctor if you feel unwell
P332+P313 If skin irritation occurs: Get medical advice/attention
P337+P313 If eye irritation persists: Get medical advice/attention
P362+P364 Take off contaminated clothing and wash it before reuse
P403+P233 Store in a well-ventilated place. Keep container tightly closed
P501 Dispose of contents/container in accordance with local/regional/national/international regulations

SECTION 12: FIRST AID MEASURES

Exposure Route Action to Take
Inhalation Move to fresh air immediately. Rest in a position comfortable for breathing. If symptoms persist, get medical attention.
Skin Contact Remove contaminated clothing. Rinse skin with plenty of water for at least 15 minutes. Wash with soap and water. If skin irritation occurs, get medical advice/attention.
Eye Contact Rinse immediately with plenty of water for at least 15 minutes. Keep eyelids open. Remove contact lenses if present. Continue rinsing. If eye irritation persists, get medical advice/attention.
Ingestion Rinse mouth with water. Do NOT induce vomiting. Drink plenty of water. Get medical attention if symptoms occur.

SECTION 13: FIREFIGHTING MEASURES

Parameter Information
Fire Hazard Slightly flammable liquid. May decompose at high temperatures releasing toxic sulfur oxide fumes.
Hazards During Fire Thermal decomposition produces toxic sulfur oxide fumes (SOx), dimethyl sulfide
Suitable Extinguishers Water fog, CO₂, dry chemical powder, alcohol-resistant foam
Unsuitable Extinguishers Water jet (may spread flammable material)
Special Protective Equipment Self-contained breathing apparatus (SCBA), full protective clothing (for surrounding fire).
Special Precautions Prevent runoff from entering sewers and waterways.

SECTION 14: STORAGE AND SHELF LIFE

Parameter Information
Storage Conditions Store in a cool, dry, well-ventilated area; Keep away from heat and direct sunlight; Store in airtight containers (hygroscopic); Protect from moisture
Container Requirements Tightly closed, properly labeled containers; Moisture-proof containers; Dark glass or HDPE containers
Materials to Protect From Strong acids, strong bases, strong oxidizing agents, moisture
Shelf Life 36 months (in unopened original packaging, under proper storage conditions)
Stability Note Stable under normal conditions; Hygroscopic; Absorbs moisture from air; Protect from moisture
Special Storage Requirements Store separately from acids and oxidizing agents; Keep containers closed to prevent moisture absorption

SECTION 15: PACKAGING OPTIONS

Packaging Type Quantity Material
Plastic Bottle 100 mL, 250 mL, 500 mL, 1 L HDPE / Glass
Plastic Can 5 L, 10 L, 25 L HDPE
Plastic Drum 25 L, 50 L, 200 L HDPE
IBC Container 600 L, 1000 L HDPE
Tanker Custom quantities Stainless steel / Lined tanker

SECTION 16: TRANSPORT INFORMATION

Parameter Information
UN Number UN 2810 (Toxic liquids, organic, n.o.s.) - specific conditions
Hazard Class 6.1 (Toxic) - depending on concentration
Packing Group III
ADR/RID UN 2810, Toxic liquids, organic, n.o.s., 6.1, PG III
IMDG Code UN 2810, Toxic liquids, organic, n.o.s., 6.1, PG III
IATA (Air) UN 2810, Toxic liquids, organic, n.o.s., 6.1, PG III
Marine Pollutant No
Transport Temperature Ambient temperature; Protect from moisture and heat

SECTION 17: REGULATORY STATUS

Region / Authority Status
European Union REACH registered; Low hazard classification
USA (TSCA) Listed
USA (FDA) Approved for certain medical applications; GRAS for some uses
Turkey Industrial chemical; Subject to KKDIK regulation
IARC Group 3 (Not classifiable as to carcinogenicity to humans)
NTP Not listed
OSHA Regulated
California (Prop 65) Not listed
EU Restrictions Not restricted under REACH Annex XVII

SECTION 18: OTHER NAMES AND SYNONYMS

Type Name
Turkish Names Dimetil Sülfoksit, DMSO, Metil Sülfoksit, Sülfinilbis Metan, Metan Sülfinil Metan
English Names Dimethyl Sulfoxide, DMSO, Methyl Sulfoxide, Methylsulfinylmethane, Sulfinylbis Methane
Trade Names DMSO, Dimethyl Sulfoxide, Methyl Sulfoxide
Chemical Names Dimethyl Sulfoxide; Methyl Sulfoxide; Sulfinylbis Methane
CAS Number 67-68-5
EC Number 200-664-3
Molecular Formula C₂H₆OS
Common Abbreviations DMSO

SECTION 19: SUMMARY TABLE

Parameter Value
Product Dimethyl Sulfoxide (DMSO)
CAS Number 67-68-5
Molecular Formula C₂H₆OS
Molecular Weight 78.13 g/mol
Appearance Colorless, clear liquid
Density (20°C) 1.10 g/cm³
Melting Point 18.5°C
Boiling Point 189°C
Water Solubility Completely miscible
Primary Function Solvent, cryoprotectant, drug carrier
Main Applications Chemical synthesis, cryopreservation, transdermal drug delivery, laboratory solvent
Shelf Life 36 months
GHS Signal Word WARNING
UN Number UN 2810
Special Feature Highly hygroscopic; Skin penetration enhancer; Excellent solvent for polar and non-polar compounds

SECTION 20: CRITICAL WARNINGS AND BEST PRACTICES

CRITICAL WARNINGS:

  • Causes mild skin irritation (H316). Avoid skin contact.

  • Causes serious eye irritation (H319). Use eye protection.

  • May cause respiratory irritation (H335). Avoid inhalation of vapors.

  • Highly hygroscopic. Absorbs moisture from air. Store in airtight containers.

  • Skin penetration enhancer. Rapidly penetrates skin; May carry dissolved substances through skin.

  • Slightly flammable. Keep away from heat and open flames.

  • Incompatibilities: Keep away from strong acids, strong bases, and strong oxidizing agents.

  • Freezes at 18.5°C. May crystallize in cold environments; Thaw before use.

  • Hygiene Requirement: Wash hands thoroughly after handling.

  • Medical Use: Only pharmaceutical grade DMSO should be used for medical applications.

BEST PRACTICE RECOMMENDATIONS:

  • Chemical Synthesis: Use as polar aprotic solvent for SN2 reactions; Enhances nucleophilic reactivity; Preferred solvent for many organic reactions; Use dry DMSO for moisture-sensitive reactions.

  • Cryopreservation: Use as cryoprotectant in cell culture media (5-10%); Prevents ice crystal formation during freezing; Protects cells and tissues; Essential for stem cell and tissue storage.

  • Transdermal Drug Delivery: Use as skin penetration enhancer; Enhances drug absorption through skin; Carrier for active pharmaceutical ingredients; Typical concentration 1-20% in formulations.

  • Laboratory: Use as solvent in NMR spectroscopy; Chromatography applications; Analytical chemistry; Chemical analysis.

  • Handling: Use in well-ventilated areas; Avoid skin contact; Wear protective gloves, safety goggles, and appropriate respiratory protection; Store in airtight containers.

  • Personal Protective Equipment: Protective gloves (nitrile, neoprene), safety goggles, protective clothing, NIOSH-approved respirator (if vapor/mist).

  • Hygiene: Wash hands thoroughly after handling; Do not eat, drink, or smoke when using; Remove contaminated clothing and wash before reuse.

  • Storage: Store in tightly closed, properly labeled containers in dry conditions; Protect from moisture; Keep away from acids and oxidizing agents; Store in cool, well-ventilated area.

  • Spill Response: Contain spill; Absorb with inert material; Place in closed containers; Do not allow to enter drains or waterways.

  • Disposal: Dispose of in accordance with local, regional, and national regulations.

SPECIAL NOTE ON SKIN PENETRATION:

DMSO rapidly penetrates skin and other biological membranes:

  • Mechanism: Disrupts lipid barrier; Increases membrane permeability

  • Effect: Facilitates absorption of dissolved substances

  • Caution: May carry contaminants through skin

  • Recommendation: Use clean, pure DMSO for medical/research applications; Avoid contact with contaminated DMSO

SPECIAL NOTE ON CRYOPRESERVATION:

DMSO is widely used as a cryoprotectant:

  • Mechanism: Prevents ice crystal formation; Lowers freezing point; Protects cells during freezing

  • Concentration: Typically 5-10% in cell culture media

  • Application: Cell storage; Tissue preservation; Organ preservation; Stem cell banking

  • Protocol: Gradual freezing; Thaw quickly at 37°C; Remove DMSO from cells after thawing

LEGAL DISCLAIMER:

The information provided in this document is based on our current knowledge and experience and is presented in good faith. However, as all conditions of use are beyond our control, this document does not constitute a binding specification or warranty. This Technical Data Sheet is for informational purposes only. Users are responsible for testing suitability for their own applications. For complete safety, storage, handling, transportation, waste, and regulatory compliance information, please refer to the official Safety Data Sheet (SDS/MSDS) provided by the manufacturer/supplier.

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