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Allyl Methacrylate, Allyl 2-methylacrylate, AMA, 96-05-9

Allyl Methacrylate, Allyl 2-methylacrylate, AMA, 96-05-9

ALLYL METHACRYLATE (AMA) 

CAS Number: 96-05-9
EC Number (EINECS): 202-473-0
Molecular Formula: C₇H₁₀O₂
Molecular Weight: 126.15 g/mol
Chemical Class: Methacrylate ester (functional monomer)

SECTION 1: PRODUCT IDENTIFICATION AND CHEMICAL IDENTITY

Parameter Description
Chemical Name (IUPAC) Prop-2-enyl 2-methylprop-2-enoate
Other Names AMA, Allyl Methacrylate, Methacrylic acid allyl ester, Allyl 2-methylacrylate
CAS Number 96-05-9
EC Number (EINECS) 202-473-0
Molecular Formula C₇H₁₀O₂
Molecular Weight 126.15 g/mol
Chemical Class Methacrylate ester (functional monomer)
Structure CH₂=C(CH₃)-COOCH₂CH=CH₂
Appearance Colorless liquid
Physical State Liquid
Odor Sharp, intense
Functional Groups Methacrylate (C=C), allyl (C=C)
Purity ≥ 98.0%
Inhibitor 100 ± 20 ppm MEHQ

SECTION 2: PHYSICAL AND CHEMICAL PROPERTIES

Property Value / Range
Molecular Formula C₇H₁₀O₂
Molecular Weight 126.15 g/mol
Appearance Colorless liquid
Odor Sharp, intense
Density (20°C) 0.930–0.940 g/cm³
Boiling Point ~144°C
Freezing Point < -60°C
Flash Point ~37.8°C
Viscosity (25°C) ~0.72 mPa·s
Vapor Pressure (25°C) 5 mmHg
Purity ≥ 98.0%
Acid Content ≤ 0.005%
Water Content ≤ 0.05%
Color (APHA) ≤ 15
Inhibitor 100 ± 20 ppm MEHQ

SECTION 3: CHEMICAL PROPERTIES AND REACTIONS

Property Description
Chemical Class Methacrylate ester (functional monomer)
Functional Groups Methacrylate (C=C), allyl (C=C)
Reactivity Very high; dual functionality with methacrylate and allyl groups
Polymerization Free-radical polymerization (methacrylate group)
Allyl Reactivity Allyl group enables crosslinking and copolymerization
Copolymerization Copolymerizes with (meth)acrylic acid and salts, amides, esters, etc.
Thermal Decomposition > 200°C releases CO, CO₂, and irritant vapors
Hydrolysis Hydrolyzes in acidic/basic media to methacrylic acid and allyl alcohol
Oxidation May form peroxides in air

3.1. Key Reactions

Reaction Type Description
Radical Polymerization Forms poly(allyl methacrylate)
Copolymerization With (meth)acrylic acid, amides, esters, styrene, and other vinyl monomers
Allyl Crosslinking Allyl group provides crosslinking capability
Hydrolysis Methacrylic acid + Allyl alcohol

SECTION 4: FUNCTIONAL PROPERTIES

Property Description
Dual Functionality Methacrylate and allyl groups provide versatile reactivity
Crosslinking Allyl group enables crosslinking in polymer systems
Adhesion Provides good adhesion properties
Chemical Resistance Enhances chemical resistance in cured systems
Hardness Provides good hardness
Heat Resistance Good heat resistance
Low Shrinkage Provides low shrinkage during curing
Reactivity High polymerization reactivity

SECTION 5: MAJOR APPLICATIONS AND END-USES

5.1. Coatings (Most Important Application)

Application Function Suitability
Architectural Coatings Co-monomer, crosslinker High
Automotive Coatings Co-monomer, crosslinker High
Construction Coatings Co-monomer, crosslinker High
Industrial Coatings Co-monomer, crosslinker High
Floor Polishes Co-monomer High

5.2. Adhesives

Application Function Suitability
Pressure-Sensitive Adhesives Co-monomer, crosslinker High
Structural Adhesives Co-monomer, crosslinker High
Low-Temperature Mastics Co-monomer High

5.3. Polymer Modification

Application Function Suitability
Oil Additives Flow improver High
Sealants Co-monomer, crosslinker High
Textile Coatings Co-monomer High
Metal Coatings Co-monomer High

5.4. Paints and Varnishes

Application Function Suitability
Paints Co-monomer, crosslinker High
Varnishes Co-monomer, crosslinker High

5.5. Dental and Optical Applications

Application Function Suitability
Dental Composites Co-monomer, crosslinker High
Optical Polymers Co-monomer High

5.6. Printing and Electronics

Application Function Suitability
UV Inkjet Inks Co-monomer, reactive diluent High
Photoresists Co-monomer High

SECTION 6: INDUSTRY SUITABILITY MATRIX

Industry Suitability Explanation
Coatings High Architectural, automotive, industrial coatings
Adhesives High Pressure-sensitive, structural adhesives
Paints / Varnishes High Paints and varnishes
Oil Additives High Flow improvers
Textiles High Textile coatings
Dental High Dental composites
Printing High UV inkjet inks
Electronics High Photoresists
Cosmetics Not suitable Not used in cosmetics
Food Not suitable Not used as food additive

SECTION 7: OTHER NAMES AND IDENTIFIERS

Type Name / Description
IUPAC Name Prop-2-enyl 2-methylprop-2-enoate
Commercial Names AMA, Allyl Methacrylate, Ageflex AMA, Visiomer AMA, Kowa AMA
Synonyms Methacrylic acid allyl ester, Allyl 2-methylacrylate, Prop-2-en-1-yl 2-methylprop-2-enoate
CAS Number 96-05-9
EC Number 202-473-0
HS Code 29161400

SECTION 8: TOXICOLOGY AND HEALTH EFFECTS

Parameter Value / Description
GHS Classification Warning
Signal Word Warning
Hazard Statements H225 (Highly flammable liquid and vapor), H302 (Harmful if swallowed), H315 (Causes skin irritation), H317 (May cause allergic skin reaction), H319 (Causes serious eye irritation), H335 (May cause respiratory irritation)
Precautionary Statements P210 (Keep away from heat/sparks/open flames), P233 (Keep container tightly closed), P240 (Ground/bond container), P241 (Use explosion-proof equipment), 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) ~500-1,000 mg/kg
Dermal LD50 (Rabbit) > 2,000 mg/kg
Skin Irritation Irritant
Eye Irritation Irritant
Skin Sensitization Positive (allergic contact dermatitis)
Mutagenicity Negative
Carcinogenicity Not classified
Target Organs Skin, eyes, respiratory system

SECTION 9: SAFETY AND STORAGE

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
Air Exposure Limit air exposure (polymerization risk)
Shelf Life 12 months (under recommended conditions)
Packaging 180 kg drum, 1000 kg IBC

SECTION 10: TRANSPORT INFORMATION

Parameter Information
UN Number 3272
Hazard Class 3 (Flammable Liquid)
Packing Group III
Proper Shipping Name Allyl Methacrylate, stabilized
Labels 3 (Flammable Liquid)
ADR/RID UN 3272, Class 3, PG III
IMDG Code UN 3272, Class 3, PG III
IATA (Air) UN 3272, Class 3, PG III
Marine Pollutant No
Transport Notes Keep away from heat and fire; take precautions against static electricity; transport under inert atmosphere

SECTION 11: FIRE-FIGHTING MEASURES

Parameter Information
Fire Hazard Highly flammable (flash point ~37.8°C)
Extinguishing Media Alcohol-resistant foam, CO₂, dry chemical, water fog
Special Hazards Vapors are heavier than air, explosive limits 1.8–8.2%
Decomposition Products CO, CO₂, irritant vapors
Protective Equipment Self-contained breathing apparatus (SCBA), full protective clothing
Explosion Risk Vapor/air mixtures explosive
Water Use Prevent fire-fighting water from entering the environment

SECTION 12: ACCIDENTAL RELEASE AND CLEANUP

Parameter Information
Personal Protection Gloves, safety goggles, face shield, protective clothing, SCBA
Ventilation Increase ventilation; evacuate area
Control Stop source; prevent vapor spread
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)

SECTION 13: FIRST AID MEASURES

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.

SECTION 14: REGULATORY INFORMATION

Region / Authority Status
EU REACH Registered
Turkey KKDİK Registration required
USA TSCA Listed
EINECS 202-473-0
WGK (Germany) 1 (slight hazard to water)
RoHS Compliant
California Prop 65 Not listed

SECTION 15: SUMMARY AND CRITICAL WARNINGS

Product Summary

Parameter Value
Product Allyl Methacrylate (AMA)
CAS 96-05-9
Appearance Colorless liquid
Density ~0.935 g/cm³
Boiling Point ~144°C
Flash Point ~37.8°C
UN Number 3272
Key Industries Coatings, adhesives, paints, oil additives, dental composites

CRITICAL WARNINGS

  1. Dual Functional Monomer: AMA contains both methacrylate and allyl functionalities, providing high reactivity and crosslinking capability. This unique combination makes it a versatile monomer for various applications.

  2. Crosslinking Capability: The allyl group enables crosslinking in polymer systems, providing enhanced chemical resistance, hardness, and heat resistance.

  3. Highly Flammable: Flash point ~37.8°C. Keep away from heat, sparks, and open flames. Explosive limits 1.8–8.2% in air.

  4. Polymerization Risk: Readily polymerizes; always contains inhibitor (MEHQ). Keep away from heat and light. Do not store without inhibitor.

  5. Skin Sensitizer: AMA may cause allergic skin reactions (H317). Appropriate PPE required.

  6. Vapor Density: Vapors are heavier than air, accumulate at floor level and in low areas.

  7. Storage: Store in cool, dark, well-ventilated areas under inert atmosphere. Shelf life is 12 months.

  8. Copolymerization: AMA can copolymerize with (meth)acrylic acid and salts, amides, esters, and other vinyl monomers.

  9. Transport: Classified as UN 3272, Class 3, Packing Group III. Transport under inert atmosphere.

  10. Regulatory Status: Registered under REACH. Not listed under California Prop 65.

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. AMA is highly flammable, readily polymerizes, and is a known skin sensitizer! 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 Allyl Methacrylate.

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