2-(acetoacetoxy)ethyl methacrylate

CAS Number
21282-97-3
EC Number
244-311-1
Chemical Formula
C10H14O5
Molecular Weight
214.21 g/mol
Abbreviation
AAEM

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.

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

Key Technical Features

  • High Purity Grade standard
  • Consistent Batch Quality
  • Full Regulatory & REACH Support
  • Global Logistics Network enabled

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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℃

Documentation

Safety & Handling 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.

Trade & Regulatory

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