ACETOACETOXYETHYL METHACRYLATE

PRODUCT IDENTIFICATION
CAS NO.

21282-97-3

ACETOACETOXYETHYL METHACRYLATE 

EINECS NO. 244-311-1
FORMULA CH3COCH2CO2CH2CH2O2CC(CH3)=CH2
MOL WT.

214.21

H.S. CODE

  

TOXICITY

Oral rat LD50:>5000 mg/kg
SYNONYMS

2-(Acetoacetoxy)ethyl methacrylate; AAEM;

2-(Methacryloyloxy)-ethyl acetoacetate; Acetoacetic acid, 2-hydroxyethyl-ester methacrylate; Butanoic acid, 3-oxo-, 2-((2-methyl-1-oxo-2-propenyl)oxy) ethylester; Other CAS RN: 135623-38-0; 50981-32-3;

SMILES  

CLASSIFICATION

ACETOACETIC ACID DERIVATIVES /

PHYSICAL AND CHEMICAL PROPERTIES
PHYSICAL STATE

clear to yellowish liquid

MELTING POINT

  
BOILING POINT 274 C
SPECIFIC GRAVITY 1.122

SOLUBILITY IN WATER

 

pH  
VAPOR DENSITY 7.39
AUTOIGNITION

 

REFRACTIVE INDEX

1.4560

NFPA RATINGS

Health: 1, Flammability: 1, Reactivity: 0

FLASH POINT

106 C

STABILITY Stable under ordinary conditions

APPLICATIONS
Acetoacetic acid derivatives with heterocycles have versatile applications including making agrochemicals, dyes, pigments, pharmaceuticals including vitamins, and stabilizers for PVC and polyester. They are used as solvents for fragrances. Acetoacetic acid and its esters contain active methylene groups which have relatively acidic alpha-protons due to H atoms adjacent to two carbonyl groups. The reactivity of its methylene group provide the sequence of reactions of alkylation, hydrolysis of the esters and decarboxylation resulting in substituted ketones. The methylene group can be reacted to form amino-carbonyl compounds. Acetoacetates are important aliphatic parts adjoining azo dyes and pigments. Acetoacetic acid is unstable and decompose to acetone and carbon dioxide at room temperature. Aacetoacetate is one of ketone bodies which are the end-products of rapid or excessive fatty acid breakdown in the human body.

Acetoacetates have a reactive hydrogen atom on the carbon alpha to both carbonyl groups. It undergoes Knoevenagel condensation reaction as a reactant to forms a large class of target products including amino acids, drugs, colorants, lacquers, perfumes, and plastics. Alone, it is used as a flavoring agent and a solvent. Knoevenagel condensation is a nucleophilic addition of a reactive hydrogen atom at 1,3-diketone compounds to a carbonyl group, followed by an dehydration reaction. 1,3-Diketone compounds (beta-ketones) include malonic acid, diethyl malonate, Meldrum's acid, and acetoacetic acid derivatives.

Acetoacetoxyethyl Methacrylate is used as a comonomer in polimerization as a viscosity reducer for adhesives, varnishes, polyesters and coatings. It is used as an additive in polymer.

SALES SPECIFICATION

APPEARANCE

clear to yellowish liquid

ASSAY

95.0% min

ACID VALUE

3.0 - 8.0 (mg KOH/g)

TRANSPORTATION
PACKING 200kgs in drum
HAZARD CLASS  
UN NO.  
OTHER INFORMATION