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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(R) AAEMA;LONZAMON AAMEA PQ;DODECYL ACETOACETATE
CBNumber:
CB2759737
Molecular Formula:
C10H14O5
Molecular Weight:
214.22
MDL Number:
MFCD00054405
MOL File:
21282-97-3.mol
Last updated:2024-11-22 13:59:06

2-(Methacryloyloxy)ethyl acetoacetate Properties

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)
color Light yellow to Yellow to Orange
Specific Gravity 1.122
Water Solubility 18.5g/L at 25℃
BRN 2099809
LogP 0.9 at 25℃
CAS DataBase Reference 21282-97-3(CAS DataBase Reference)
EWG's Food Scores 2-5
FDA UNII 6L3EW3HZF2
EPA Substance Registry System 2-[Methacryloyloxy]ethyl acetoacetate (21282-97-3)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H317
Precautionary statements  P280
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
NFPA 704
0
2 2

2-(Methacryloyloxy)ethyl acetoacetate price More Price(8)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 537403 2-(Methacryloyloxy)ethyl acetoacetate 95% 21282-97-3 100ml $55 2024-03-01 Buy
Sigma-Aldrich 537403 2-(Methacryloyloxy)ethyl acetoacetate 95% 21282-97-3 4l $171 2024-03-01 Buy
TCI Chemical E0489 Ethylene Glycol Monoacetoacetate Monomethacrylate (stabilized with BHT) >95.0%(HPLC) 21282-97-3 25g $35 2024-03-01 Buy
TCI Chemical E0489 Ethylene Glycol Monoacetoacetate Monomethacrylate (stabilized with BHT) >95.0%(HPLC) 21282-97-3 500g $126 2024-03-01 Buy
TRC C382270 2-(Methacryloyloxy)ethyl acetoacetate 21282-97-3 250mg $45 2021-12-16 Buy
Product number Packaging Price Buy
537403 100ml $55 Buy
537403 4l $171 Buy
E0489 25g $35 Buy
E0489 500g $126 Buy
C382270 250mg $45 Buy

2-(Methacryloyloxy)ethyl acetoacetate Chemical Properties,Uses,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.

868-77-9
141-97-9
21282-97-3
Synthesis of 2-(Methacryloyloxy)ethyl acetoacetate from 2-Hydroxyethyl methacrylate and Ethyl acetoacetate

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

Global( 261)Suppliers
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Qingdao RENAS Polymer Material Co., Ltd.
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View Lastest Price from 2-(Methacryloyloxy)ethyl acetoacetate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2-(Methacryloyloxy)ethyl acetoacetate pictures 2024-11-27 2-(Methacryloyloxy)ethyl acetoacetate
21282-97-3
US $10.00 / KG 200KG 98.0% 10ton/month WUHAN FORTUNA CHEMICAL CO., LTD
2-(METHACRYLOYLOXY)ETHYL ACETOACETATE pictures 2024-11-22 2-(METHACRYLOYLOXY)ETHYL ACETOACETATE
21282-97-3
US $0.00-0.00 / KG 1KG 99% 20 mt Hebei Weibang Biotechnology Co., Ltd
2-(Methacryloyloxy)ethyl acetoacetate pictures 2024-10-29 2-(Methacryloyloxy)ethyl acetoacetate
21282-97-3
US $0.00 / kg 20kg 98.0% 10 tons Qingdao RENAS Polymer Material Co., Ltd.
3-oxo-butanoicaci2-[(2-methyl-1-oxo-2-propenyl)oxy]ethylester 2-(METHACRYLOYLOXY)E Monomer AAEMA ACETOACETIC ACID 2-(METHACRYLOYLOXY)ETHYL ESTER ACETOACETOXY ETHYL 2-METHYLACRYLATE ETHYL 2-((2-METHYL-1-OXO-2-PROPENYL)OXY)-3-OXO-BUTANOATE ETHYLENE GLYCOL MONOACETOACETATE MONOMETHACRYLATE ETHYLENE GLYCOL ACETOACETATE METHACRYLATE DODECYL ACETOACETATE LONZAMON AAMEA PQ LONZAMON(R) AAEMA METHACRYLIC ACID 2-(ACETOACETYLOXY)ETHYL ESTER 2-(Acetoacetyloxy)ethyl Methacrylate Ethylene Glycol Monoacetoacetate Monomethacrylate Ethylene Glycol Monoacetoacetate MonoMethacrylate (stabilized with BHT) 2-Acetoacetoxyethyl Methacrylate, stabilized, 95% 25ML Acetoacetic Acid 2-(Methacryloyloxy)ethyl Ester 2-(Acetoacetyloxy)ethyl Methacrylate Methacrylic Acid 2-(Acetoacetyloxy)ethyl Ester 2-(Methacryloyloxy)ethyl Acetoacetate 2-(Methacryloyloxy)ethyl 3-oxobutanoate 2-(Methacryloyloxy)ethyl acetoacetate 95% 2-(METHACRYLOYOXY)ETHYLACETOACETATE 2-(METHACRYLOYLOXY)ETHYL ACETOACETATE 2-[(2-METHYL-1-OXO-2-PROPENYL)OXY]ETHYL 3-OXOBUTANOATE (2-ACETOACETOXY)ETHYL METHACRYLATE 2-(ACETOACETYLOXY)ETHYL METHACRYLATE Butanoicacid,3-oxo-,2-[(2-methyl-1-oxo-2-propenyl)oxy]ethylester 2-[(2-methyl-1-oxoallyl)oxy]ethyl acetoacetate 2-(METHACRYLOYLOXY)ETHYL ACETOACETATE, 9 5% 2-Acetoacetoxyethyl methacrylate, stabilized, 95% HYDROXYETHYLMETHACRYLATEACETOACETATE 2-[(2-Methyl-1-oxoallyl)oxy]ethylacetoacetat Ethylene Glycol Monoacetoacetate Monomethacrylate (stabilized with BHT + MEHQ) (2-Acetoacetoxy)ethyl methacrylate, AAEM, Ethylene glycol monoacetoacetate monomethacrylate, Lonzamon AAMEA PQ 2-Methyl-4,7-dioxa-1-undecene-3,8,10-trione Methacrylic acid 2-(1,3-dioxobutoxy)ethyl ester Methacrylic acid 2-[(1,3-dioxobutyl)oxy]ethyl ester Methacrylic acid 4,6-dioxo-3-oxaheptane-1-yl ester 2-[(2-Methyl-1-oxo-2-propenyl)oxy]-3-oxobutanoic acid ethyl ester 3-Oxo-butyric acid 2-(2-methylacryloyloxy)ethyl ester 2-(Methacryloyloxy)ethyl acetoacetate, Lonzamon AAMEA PQ (2-Acetoacetoxy)ethyl methacrylate, Ethylene glycol monoacetoacetate monomethacrylate, Lonzamon AAMEA PQ 2-Acetoacetoxyethyl methacrylate, 95%, stabilized Methacryloxyethyl acetoacetate, 95% Butanoic acid, 3-oxo-, 2-[(2-methyl-1-oxo-2-propen-1-y l)oxy]ethyl ester EthyleneGlycolMonoacetoacetateMonomethacrylate(stabilizedwithBHT)> Acetylacetoxyethyl methacrylate C10H14O5 2-(METHACRYLOYLOXY)ETHYL ACETOACETATE 21282-97-3 HEMA ACETOACETATE 2-ACETOACETOXY ETHYL METHACRYLATE ESTER AAEMA AAEM ACETOACETOXYETHYL METHACRYLATE 2-(Methacryloyloxy)ethyl acetoacetate,(2-Acetoacetoxy)ethyl methacrylate, AAEM, Ethylene glycol monoacetoacetate monomethacrylate, Lonzamon AAMEA PQ 2-(Methacryloyloxy)ethyl acetonate 21282-97-3 C10H14O5 CH3COCH2CO2CH2CH2O2CCCH3CH2 Building Blocks Carbonyl Compounds C10 to C11