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Sigma-Aldrich

2-(Methacryloyloxy)ethyl acetoacetate

95%, contains BHT as stabilizer

Synonym(s):

AAEM, (2-Acetoacetoxy)ethyl methacrylate, Ethylene glycol monoacetoacetate monomethacrylate

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About This Item

Linear Formula:
CH3COCH2CO2CH2CH2O2CC(CH3)=CH2
CAS Number:
21282-97-3
Molecular Weight:
214.22
Beilstein:
2099809
MDL number:
MFCD00054405
UNSPSC Code:
12352100
PubChem Substance ID:
24878217
NACRES:
NA.22

Assay

95%

contains

BHT as stabilizer

refractive index

n20/D 1.456 (lit.)

bp

100 °C/0.8 mmHg (lit.)

density

1.122 g/mL at 25 °C (lit.)

SMILES string

CC(=O)CC(=O)OCCOC(=O)C(C)=C

InChI

1S/C10H14O5/c1-7(2)10(13)15-5-4-14-9(12)6-8(3)11/h1,4-6H2,2-3H3

InChI key

IBDVWXAVKPRHCU-UHFFFAOYSA-N

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Application

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.

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

235.4 °F

Flash Point(C)

113 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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J Wang et al.
Nanoscale research letters, 4(3), 240-246 (2008-01-01)
This work demonstrates the synthesis of core-shell ZrO2/PAAEM/PS nanoparticles through a combination of sol-gel method and emulsifier-free emulsion polymerizaiton. By this method, the modified nanometer ZrO2cores were prepared by chemical modification at a molecular level of zirconium propoxide with monomer
Phat Tran et al.
Biomedicines, 8(3) (2020-03-21)
The dressing material of a wound plays a key role since bacteria can live in the bandage and keep re-infecting the wound, thus a bandage is needed that blocks biofilm in the bandage. Using an in vivo wound biofilm model
Large Area, Facile Oxide Nanofabrication via Step-and-Flash Imprint Lithography of Metal?Organic Hybrid Resins.
Dinachali S S
ACS Applied Materials & Interfaces, 5(24), 13113-13123 (2013)
Juntao Wei et al.
Bioresource technology, 239, 482-489 (2017-05-26)
In this work, the influences of gasification temperature and blended ratio on co-gasification reactivity and synergy of Shenfu bituminous coal (SF) and municipal solid waste-derived hydrochar (HTC) were investigated using TGA. Additionally, active alkaline and alkaline earth metal (AAEM) transformation
Synthesis of some tetrahydropyrimidine-5-carboxylates, determination of their metal chelating effects and inhibition profiles against acetylcholinesterase, butyrylcholinesterase and carbonic anhydrase.
Sujayev A
Journal of Enzyme Inhibition and Medicinal Chemistry, 31(6), 1531-1539 (2016)
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