ChemicalBook > CAS DataBase List > 2-(Methacryloyloxy)ethyl acetoacetate

2-(Methacryloyloxy)ethyl acetoacetate

Product Name
2-(Methacryloyloxy)ethyl acetoacetate
CAS No.
21282-97-3
Chemical Name
2-(Methacryloyloxy)ethyl acetoacetate
Synonyms
AAEM;AAEMA;ACETOACETOXYETHYL METHACRYLATE;HEMA ACETOACETATE;2-ACETOACETOXY ETHYL METHACRYLATE ESTER;2-(Methacryloyloxy)ethyl acetoacetate,(2-Acetoacetoxy)ethyl methacrylate, AAEM, Ethylene glycol monoacetoacetate monomethacrylate, Lonzamon AAMEA PQ;Monomer AAEMA;LONZAMON AAMEA PQ;LONZAMON(R) AAEMA;2-(METHACRYLOYLOXY)E
CBNumber
CB2759737
Molecular Formula
C10H14O5
Formula Weight
214.22
MOL File
21282-97-3.mol
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2-(Methacryloyloxy)ethyl acetoacetate Property

Melting point:
<25 °C
Boiling point:
100 °C/0.8 mmHg (lit.)
Density 
1.122 g/mL at 25 °C (lit.)
vapor pressure 
0.24Pa at 25℃
refractive index 
n20/D 1.456
Flash point:
>230 °F
solubility 
Insoluble in water
form 
clear liquid
pka
10.16±0.46(Predicted)
Specific Gravity
1.122
color 
Light yellow to Yellow to Orange
Water Solubility 
18.5g/L at 25℃
BRN 
2099809
LogP
0.9 at 25℃
CAS DataBase Reference
21282-97-3(CAS DataBase Reference)
EPA Substance Registry System
2-[Methacryloyloxy]ethyl acetoacetate (21282-97-3)
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Safety

Hazard Codes 
T,Xi
Risk Statements 
36/37/38-43
Safety Statements 
26-36/37-45-36
RIDADR 
UN 2810 6.1/PG 3
WGK Germany 
3
RTECS 
AK5600000
HS Code 
29189990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H317May cause an allergic skin reaction

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
537403
Product name
2-(Methacryloyloxy)ethyl acetoacetate
Purity
95%
Packaging
100ml
Price
$55
Updated
2024/03/01
Sigma-Aldrich
Product number
537403
Product name
2-(Methacryloyloxy)ethyl acetoacetate
Purity
95%
Packaging
4l
Price
$171
Updated
2024/03/01
TCI Chemical
Product number
E0489
Product name
Ethylene Glycol Monoacetoacetate Monomethacrylate (stabilized with BHT)
Purity
>95.0%(HPLC)
Packaging
25g
Price
$35
Updated
2024/03/01
TCI Chemical
Product number
E0489
Product name
Ethylene Glycol Monoacetoacetate Monomethacrylate (stabilized with BHT)
Purity
>95.0%(HPLC)
Packaging
500g
Price
$126
Updated
2024/03/01
TRC
Product number
C382270
Product name
2-(Methacryloyloxy)ethyl acetoacetate
Packaging
250mg
Price
$45
Updated
2021/12/16
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2-(Methacryloyloxy)ethyl acetoacetate Chemical Properties,Usage,Production

Chemical Properties

Clear liquid. Acetoacetoxyethyl Methacrylate [21282- 97-3], AAEM, has a pendant acetoacetoxyethyl group which can modify the physical properties of acrylic polymers by decreasing solution viscosity and lowering the glass transition temperature. In addition, the acetoacetyl group contains an active methylene group and a carbonyl group, which can be used to modify or cross-link the polymer [107].

Uses

LONZAMON(R) AAEMA is a special methacrylic ester monomer with a reactive methylene group. It is suitable as comonomer for adhesives and coatings as well as copolymer for emulsion polymerisation.

Uses

2-(Methacryloyloxy)ethyl acetoacetate is a methylene active compound that may be used in the synthesis of 2-(methacryloyloxy)ethyl 6-methyl-2-oxo-4-phenyl-1,2,3,4- tetrahydropyrimidine-5-carboxylate. It may be used as a polymerizable chelating agent for metal alkoxides to form polymerizable oxide precursors.

Flammability and Explosibility

Non flammable

Mode of action

The sol-gel polymerization of Si Ti Zr sols is interesting due to the possibility of controlling several properties such as the refractive index, the thermal expansion coefficient, and the resistance against alkaline corrosion attack in the final products (i.e., optical devices, photonics, sensors, and catalysts). The polymerization route can be directed toward the formation of a hybrid organic-inorganic system using a modifying agent such as 2-(methacryloyloxy) ethyl acetoacetate (MEEAH), that can act as a bidentate (bridging or chelating) agent and offers the possibility of being organically polymerizable due to the presence of unsaturated C C bonds in the molecule. The presence of C-C bonds in MEEAH allowed to perform simultaneously the organic and inorganic polymerization while maintaining the homogeneity of the sols and gels. Regarding the partial charge values, in all cases, δ(MEEA?) are negative, indicating that it can easily bond Ti and Zr. On the other hand, δ(OPrn) and δ(OPri ) values are positive in all the molecules where MEEA? is also present, and therefore those species (OPrn and OPri ) are labile[1].

References

[1] J. Méndez-Vivar. “The Role of 2-(Methacryloyloxy) Ethyl Acetoacetate in the Polymerization of Hybrid Multicomponent (Si, Ti, Zr) Sols.” Journal of Sol-Gel Science and Technology 25 3 (2002): 249–254.

2-(Methacryloyloxy)ethyl acetoacetate Preparation Products And Raw materials

Raw materials

Preparation Products

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2-(Methacryloyloxy)ethyl acetoacetate Suppliers

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View Lastest Price from 2-(Methacryloyloxy)ethyl acetoacetate manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
2-(Methacryloyloxy)ethyl acetoacetate 21282-97-3
Price
US $10.00/KG
Min. Order
200KG
Purity
98.0%
Supply Ability
10ton/month
Release date
2021-11-19
Hebei Weibang Biotechnology Co., Ltd
Product
2-(METHACRYLOYLOXY)ETHYL ACETOACETATE 21282-97-3
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20 mt
Release date
2024-11-22
Qingdao RENAS Polymer Material Co., Ltd.
Product
2-(Methacryloyloxy)ethyl acetoacetate 21282-97-3
Price
US $0.00/kg
Min. Order
20kg
Purity
98.0%
Supply Ability
10 tons
Release date
2024-04-28

21282-97-3, 2-(Methacryloyloxy)ethyl acetoacetate Related Search:

Isobutyl acetoacetate (2-Propenyl) 3-oxobutanoate Ethylene glycol Methyl acetoacetate tert-Butyl acetoacetate Ethyl acetoacetate 2-Methoxyethyl acetoacetate 4'-nitroacetoacetanilide N-(Acetoacetyl)anthranilic acid ACETOACETIC ACID ISOAMYL ESTER Methacrylic anhydride NA 2-Isocyanatoethyl methacrylate 2-(Dimethylamino)ethyl methacrylate Octadecyl methacrylate Dodecyl 2-methylacrylate 2-METHYL-2-PROPENE-1-SULFONIC ACID SODIUM SALT Isobornyl methacrylate

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  • C10H14O5 2-(METHACRYLOYLOXY)ETHYL ACETOACETATE 21282-97-3
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