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Send EmailHydroxyethyl Methacrylate, 2-Hydroxyethyl Methacrylate, Ethylene Glycol Monomethacrylate, HEMA, 2-HEMA, 868-77-9
CAS Number: 868-77-9
EC Number (EINECS): 212-782-2
Molecular Formula: C₆H₁₀O₃
Molecular Weight: 130.14 g/mol
Chemical Class: Methacrylate ester (functional monomer)
| Parameter | Description |
|---|---|
| Chemical Name (IUPAC) | 2-Hydroxyethyl 2-methylprop-2-enoate |
| Other Names | 2-HEMA, HEMA, Hydroxyethyl Methacrylate, Ethylene glycol monomethacrylate, 2-Hydroxyethyl methacrylate |
| CAS Number | 868-77-9 |
| EC Number (EINECS) | 212-782-2 |
| Molecular Formula | C₆H₁₀O₃ |
| Molecular Weight | 130.14 g/mol |
| Chemical Class | Methacrylate ester (functional monomer) |
| Structure | CH₂=C(CH₃)-COO-CH₂-CH₂OH |
| Appearance | Clear, colorless liquid |
| Physical State | Liquid |
| Odor | Aromatic |
| Functional Groups | Methacrylate (C=C), hydroxyl (-OH) |
| Purity | ≥ 98.0% |
| Inhibitor | 250 ± 50 ppm MEHQ |
| Property | Value / Range |
|---|---|
| Molecular Formula | C₆H₁₀O₃ |
| Molecular Weight | 130.14 g/mol |
| Appearance | Clear, colorless liquid |
| Odor | Aromatic |
| Density (25°C) | ~1.073 g/mL |
| Boiling Point | ~211°C |
| Freezing Point | -12°C |
| Flash Point | ~96°C |
| Viscosity (20°C) | ~6.8 mPa·s |
| Vapor Pressure | 0.065 hPa |
| Purity | ≥ 98.0% |
| Acid Content | ≤ 1.0% |
| Water Content | ≤ 0.3% |
| Color (APHA) | ≤ 30 |
| Inhibitor | 250 ± 50 ppm MEHQ |
| Solubility in Water | Soluble (miscible) |
| Solubility in Organic Solvents | Soluble in alcohols, ethers, and most organic solvents |
| Property | Description |
|---|---|
| Chemical Class | Methacrylate ester (functional monomer) |
| Functional Groups | Methacrylate (C=C), hydroxyl (-OH) |
| Reactivity | High; readily polymerizes |
| Polymerization | Free-radical polymerization (bulk, solution, emulsion) |
| Copolymerization | Copolymerizes with (meth)acrylic acid and salts, amides, esters, acrylonitrile, maleic esters, vinyl acetate, vinyl chloride, styrene, butadiene |
| Hydroxyl Reactivity | Enables further functionalization via esterification, etherification, isocyanate reactions |
| Thermal Decomposition | > 200°C releases CO, CO₂, and irritant vapors |
| Hydrolysis | Hydrolyzes in acidic/basic media to methacrylic acid and ethylene glycol |
| Oxidation | May form peroxides in air |
| Reaction Type | Description |
|---|---|
| Radical Polymerization | Forms homopolymers and copolymers |
| Copolymerization | With acrylates, methacrylates, styrene, vinyl acetate, butadiene |
| Hydroxyl Reactions | Esterification, etherification, isocyanate reaction |
| Hydrolysis | Methacrylic acid + Ethylene glycol |
| Property | Description |
|---|---|
| Chemical Resistance | Provides good chemical resistance |
| Hydrolytic Stability | Good hydrolytic stability |
| Flexibility | Provides flexibility in polymers |
| Impact Resistance | Provides good impact resistance |
| Adhesion | Good adhesion properties |
| Weather Resistance | Good weather resistance |
| Hydrophilicity | Hydrophilic character due to hydroxyl group |
| Hydroxyl Functionality | Enables crosslinking and further modification |
| Application | Function | Suitability |
|---|---|---|
| Coating Resins | Co-monomer, crosslinker | High |
| Automotive Coatings | Co-monomer, crosslinker | High |
| Architectural Coatings | Co-monomer, crosslinker | High |
| Industrial Coatings | Co-monomer, crosslinker | High |
| Paper Coatings | Co-monomer | High |
| Application | Function | Suitability |
|---|---|---|
| Adhesives | Co-monomer, adhesion promoter | High |
| Sealants | Co-monomer, crosslinker | High |
| Application | Function | Suitability |
|---|---|---|
| Contact Lenses | Hydrophilic monomer | High |
| Biomedical Materials | Biocompatible polymers | High |
| Drug Delivery Systems | Hydrogel components | High |
| Application | Function | Suitability |
|---|---|---|
| Plastics | Co-monomer, modifier | High |
| Hygiene Products | Polymer components | High |
| Modifications | Polymer modification | High |
| Application | Function | Suitability |
|---|---|---|
| Textile Processing | Co-monomer | High |
| Paper Coatings | Co-monomer | High |
| Application | Function | Suitability |
|---|---|---|
| Printing Inks | Co-monomer | High |
| Photosensitive Materials | Photosensitive material | High |
| Application | Function | Suitability |
|---|---|---|
| Oil Additives | Additives for petroleum production and transport | High |
| Industry | Suitability | Explanation |
|---|---|---|
| Coatings | High | Automotive, architectural, industrial, paper coatings |
| Adhesives | High | Sealants, structural adhesives |
| Medical / Biotechnology | High | Contact lenses, biocompatible polymers |
| Plastics | High | Modification, hygiene products |
| Textiles | High | Textile processing |
| Printing | High | Printing inks, photosensitive materials |
| Oil & Gas | High | Production and transport additives |
| Cosmetics | Not suitable | Not used in cosmetics |
| Food | Not suitable | Not used as food additive |
| Type | Name / Description |
|---|---|
| IUPAC Name | 2-Hydroxyethyl 2-methylprop-2-enoate |
| Commercial Names | 2-HEMA, HEMA, Hydroxyethyl Methacrylate, Blemmer HE, Light Ester HO |
| Synonyms | Ethylene glycol monomethacrylate, 2-Hydroxyethyl methacrylate, Methacrylic acid 2-hydroxyethyl ester |
| CAS Number | 868-77-9 |
| EC Number | 212-782-2 |
| HS Code | 29161400 |
| Parameter | Value / Description |
|---|---|
| GHS Classification | Warning |
| Signal Word | Warning |
| Hazard Statements | H315 (Causes skin irritation), H317 (May cause allergic skin reaction), H318 (Causes serious eye damage), H319 (Causes serious eye irritation), H335 (May cause respiratory irritation) |
| Precautionary Statements | P261 (Avoid breathing dust/fume/gas/mist/vapors/spray), P280 (Wear protective gloves/protective clothing/eye protection/face protection), P302+P352 (IF ON SKIN: Wash with plenty of water), P305+P351+P338 (IF IN EYES: Rinse cautiously with water) |
| Oral LD50 (Rat) | ~5,000-10,000 mg/kg |
| Dermal LD50 (Rabbit) | > 2,000 mg/kg |
| Skin Irritation | Irritant |
| Eye Irritation | Serious eye damage (H318) |
| Skin Sensitization | Positive (allergic contact dermatitis) |
| Mutagenicity | Negative |
| Carcinogenicity | Not classified |
| Target Organs | Skin, eyes, respiratory system |
| Parameter | Information |
|---|---|
| Storage Conditions | Cool, dry, well-ventilated area |
| Temperature | 15–25°C (store under inert atmosphere) |
| Container | Tightly closed, dark, stainless steel or HDPE containers |
| Special Requirements | Must contain inhibitor (MEHQ); avoid extreme temperatures |
| Sunlight Protection | Protect from direct sunlight |
| Moisture Sensitivity | Protect from moisture |
| Shelf Life | 12 months (under recommended conditions) |
| Packaging | 200 kg drum, 1000 kg IBC |
| Parameter | Information |
|---|---|
| UN Number | Not regulated (not classified as dangerous goods) |
| Hazard Class | Not applicable |
| Packing Group | Not applicable |
| Proper Shipping Name | 2-Hydroxyethyl Methacrylate |
| ADR/RID | Not regulated |
| IMDG Code | Not regulated |
| IATA (Air) | Not regulated |
| Marine Pollutant | No |
| Parameter | Information |
|---|---|
| Fire Hazard | Combustible liquid (flash point ~96°C) |
| Extinguishing Media | Water fog, foam, CO₂, dry chemical |
| Special Hazards | When heated, releases CO, CO₂, and irritant vapors |
| Decomposition Products | CO, CO₂, methacrylate vapors |
| Protective Equipment | Self-contained breathing apparatus (SCBA), full protective clothing |
| Explosion Risk | Vapor/air mixtures may be explosive at high temperatures |
| Parameter | Information |
|---|---|
| Personal Protection | Gloves, safety goggles, face shield, protective clothing |
| Ventilation | Increase ventilation; evacuate area |
| Cleanup Methods | Absorb with inert absorbent material; collect in sealed containers |
| Environmental Precautions | Prevent entry into drains and water bodies |
| Waste Disposal | According to local regulations; incineration (hazardous waste) |
| Exposure Route | Action |
|---|---|
| Inhalation | Move to fresh air. Administer oxygen if breathing difficulty. Seek medical attention. |
| Skin Contact | Remove contaminated clothing. Wash with soap and plenty of water for at least 15 minutes. Seek medical attention. |
| Eye Contact | Rinse with plenty of water for at least 15 minutes. Seek immediate medical attention. |
| Ingestion | Do NOT induce vomiting. Drink plenty of water. Seek immediate medical attention. |
| Region / Authority | Status |
|---|---|
| EU REACH | Registered |
| Turkey KKDİK | Registration required |
| USA TSCA | Listed |
| USA FDA | Approved for food contact (21 CFR 177.1010) |
| EINECS | 212-782-2 |
| WGK (Germany) | 1 (slight hazard to water) |
| RoHS | Compliant |
| California Prop 65 | Not listed |
| Parameter | Value |
|---|---|
| Product | 2-Hydroxyethyl Methacrylate (2-HEMA) |
| CAS | 868-77-9 |
| Appearance | Clear, colorless liquid |
| Density | ~1.073 g/mL |
| Boiling Point | ~211°C |
| Flash Point | ~96°C |
| Key Industries | Coatings, adhesives, contact lenses, biomedical |
Functional Monomer: 2-HEMA is a functional monomer containing both methacrylate and hydroxyl groups. This dual functionality enables polymerization and further functionalization.
Hydroxyl Reactivity: The hydroxyl group enables further chemical reactions such as esterification, etherification, and isocyanate reactions. This enables crosslinking and polymer modification.
Contact Lenses: 2-HEMA is one of the most widely used monomers in contact lens production due to its hydrophilic and biocompatible properties.
Versatile Copolymerization: Copolymerizes with (meth)acrylic acid and salts, amides, esters, acrylonitrile, maleic esters, vinyl acetate, vinyl chloride, styrene, butadiene.
Polymerization Risk: Readily polymerizes; always contains inhibitor (MEHQ). Keep away from heat and light.
Skin Sensitizer: 2-HEMA may cause allergic skin reactions (H317). Appropriate PPE required. Known contact allergen.
Eye Damage: Causes serious eye damage (H318). Eye protection is mandatory.
Storage: Store in cool, dark, well-ventilated areas under inert atmosphere. Shelf life is 12 months.
Versatile Applications: Used in coatings, adhesives, contact lenses, biomedical materials, textiles, paper, printing inks, and oil additives.
Regulatory Status: Registered under REACH. FDA-approved for food contact (21 CFR 177.1010).
IMPORTANT DISCLAIMER: This Technical Data Sheet (TDS) is for informational purposes only and is based on available technical data. The user is solely responsible for determining the product's suitability for their specific application and for complying with all applicable local, national, and international regulations. 2-HEMA readily polymerizes, is a known skin sensitizer, and causes serious eye damage! For complete safety, storage, handling, transportation, disposal, and regulatory compliance information, always refer to the official Safety Data Sheet (SDS/MSDS) provided by the manufacturer/supplier. Users are responsible for testing the product in their own processes and applications. All local, national, and international regulations must be followed when working with 2-HEMA.