SoleChem

2-(acetoacetoxy)ethyl methacrylate

CAS
21282-97-3
EC
244-311-1
Mol. Weight
214.21 g/mol

Description

2-(Acetoacetoxy)ethyl methacrylate (CAS 21282-97-3), commercially known as AAEM and supplied under trade names such as Eastman AAEM and LONZAMON AAEMA, is a functional monomer that introduces reactive acetoacetate groups into polymer backbones.

These pendant groups enable post-polymerization crosslinking, metal chelation, and adhesion promotion across a broad range of coating and adhesive systems. In waterborne coatings, AAEM is incorporated into acrylic latex polymers.

This enables ambient-temperature crosslinking with polyamines or dihydrazides, improving hardness, chemical resistance, and block resistance in architectural and industrial finishes. Adhesive formulators use it to enhance substrate adhesion.

It also improves cohesive strength in pressure-sensitive and structural adhesive systems. In UV-curable formulations, the acetoacetate functionality participates in Michael addition reactions, allowing dual-cure systems that reduce shrinkage.

These systems improve film flexibility while printing inks and packaging coatings benefit from its ability to improve ink adhesion to difficult substrates, including plastics and treated films. AAEM is supplied as a clear to pale yellow liquid.

It is available in technical and industrial grades, with inhibited versions standard for storage stability during transport and handling. Bulk, drum, and intermediate bulk container packaging options are typical for industrial supply.

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Physical Properties

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℃

Safety & Handling (Learn More)

Warning GHS07 GHS06
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.
P271 Use only outdoors or in a well-ventilated area.
P272 Contaminated work clothing should not be allowed out of the workplace.
P280 Wear protective gloves/protective clothing/eye protection/face protection.
P316 Get emergency medical help immediately.
P319 Get medical advice/attention if you feel unwell.
P321 Specific treatment (see … on this label).
P330 Rinse mouth.
P405 Store locked up.
P501 Dispose of contents/container in accordance with local regulations.
P264+P265 Wash … thoroughly after handling.
P301+P317 Get emergency medical help.
P302+P352 IF ON SKIN: Wash with plenty of water.
P304+P340 IF INHALED: Remove person to fresh air and keep comfortable for breathing.
P332+P317 Get emergency medical help.
P333+P317 Get emergency medical help.
P337+P317 If eye irritation persists: Get medical advice/attention. Get emergency medical help.
P361+P364 Take off immediately all contaminated clothing and wash it before reuse.
P362+P364 Take off contaminated clothing and wash it before reuse.
P403+P233 Store in a well-ventilated place. Keep container tightly closed.
P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

Trade & Regulatory

HS Code 29189990
UN Number 2810
ADR Class 6.1
Packing Group III
Storage Class 10 - Combustible liquids
WGK (Germany) 3

Documentation

Other Names

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

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