2-(acetoacetoxy)ethyl methacrylate
CAS Number
21282-97-3
EC Number
244-311-1
Abbreviation
AAEM
What is 2-(acetoacetoxy)ethyl methacrylate?
2-(Acetoacetoxy)ethyl methacrylate (CAS 21282-97-3) is a functional monomer that introduces reactive acetoacetate groups into polymer backbones. Also marketed as AAEM, Eastman AAEM and LONZAMON AAEMA.
Where is 2-(acetoacetoxy)ethyl methacrylate used?
- Waterborne coatings: incorporated into acrylic latex polymers for ambient-temperature crosslinking with polyamines or dihydrazides
- Architectural and industrial finishes: improved hardness, chemical resistance and block resistance
- Adhesives: enhanced substrate adhesion and cohesive strength in pressure-sensitive and structural systems
- UV-curable formulations: acetoacetate functionality participates in Michael addition reactions for dual-cure systems
- Printing inks and packaging coatings improve ink adhesion to plastics and treated films.
Good to know: Pendant acetoacetate groups enable post-polymerization crosslinking, metal chelation and adhesion promotion. Inhibited versions are standard for storage stability during transport and handling.
Commercial specifications
- Bulk, drum and intermediate bulk container packaging
Other Names (Synonyms)
2-(Methacryloyloxy)ethyl acetoacetate|Eastman AAEM|LONZAMON AAEMA|6L3EW3HZF2|2-((2-Methyl-1-oxoallyl)oxy)ethyl acetoacetate|Butanoic acid, 3-oxo-, 2-[(2-methyl-1-oxo-2-propen-1-yl)oxy]ethyl ester|Acetoacetic acid, 2-hydroxyethyl ester methacrylate|AAEM
What are the physical properties of 2-(acetoacetoxy)ethyl methacrylate?
Melting Point <25 °C
Boiling Point 100 °C/0.8 mmHg (lit.)
Density 1.122 g/mL at 25 °C(lit.)
Flash Point >230 °F
Appearance Clear liquid.
Color Light yellow to Yellow to Orange
Form clear liquid
Water Solubility 18.5g/L at 25℃
Vapor Pressure 0.24Pa at 25℃
Refractive Index n 20/D 1.456
Log P 0.9 at 25℃
How is 2-(acetoacetoxy)ethyl methacrylate classified and handled safely? Learn More
Warning
GHS07· Irritant GHS06· Toxic
Hazard Statements
H302 Harmful if swallowed
H311 Toxic in contact with skin
H315 Causes skin irritation
H317 May cause an allergic skin reaction
H319 Causes serious eye irritation
H335 May cause respiratory irritation
Precautionary Statements
P261 Avoid breathing dust/fume/gas/mist/vapours/spray.
P262 Do not get in eyes, on skin, or on clothing.
P264 Wash … thoroughly after handling.
P270 Do not eat, drink or smoke when using this product.
Which trade and regulatory codes apply to 2-(acetoacetoxy)ethyl methacrylate?
HS Code 29189990
UN Number 2810
ADR Class 6.1
Packing Group III
Storage Class 10 - Combustible liquids
WGK (Germany) 3