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454974

Sigma-Aldrich

mono-2-(Methacryloyloxy)ethyl succinate

Synonym(s):

2-(Methacryloyloxy)ethyl hydrogen succinate, 2-Methacryloyloxyethyl succinate, 3-[2-(Methacryloyloxy)ethoxycarbonyl]propionic acid, 4-[2-(Methacryloyloxy)ethoxy]-4-oxobutanoic acid, Methacryloyloxyethyl succinate, Monomethacryloyloxyethyl succinate

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About This Item

Linear Formula:
H2C=C(CH3)CO2CH2CH2O2CCH2CH2CO2H
CAS Number:
Molecular Weight:
230.21
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

contains

750 ppm monomethyl ether hydroquinone as inhibitor

refractive index

n20/D 1.464 (lit.)

bp

267 °C (lit.)

density

1.19 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

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

InChI

1S/C10H14O6/c1-7(2)10(14)16-6-5-15-9(13)4-3-8(11)12/h1,3-6H2,2H3,(H,11,12)

InChI key

ZEWLHMQYEZXSBH-UHFFFAOYSA-N

General description

mono-2-(Methacryloyloxy)ethyl succinate(MMES) belongs to methacrylate class of monomers. It is widely used as a monomer to produce polymer coatings with enhanced adhesion, durability, and resistance to chemicals. It can be incorporated into adhesive formulations as it forms strong bonds between various substrates such as metals, plastics, and composites. MMES is compatible with photopolymerization processes and can be used to fabricate UV-curable coatings, inks, and dental restorative materials. It is also used to prepare photocatalysts for wastewater treatment.

Application

mono-2-(Methacryloyloxy)ethyl succinate can be used as:
  • A monomer to prepare peptide-polymer matrix to fabricate multifunctional adhesive hybrid resin composites for dental restorations. MMES has one carboxylic acid functional group for peptide conjugation and a double bond for copolymerization with the polymer matrix.
  • A precursor to synthesize CsPbBr3-based elastomers for flexible optoelectronic devices. The incorporation of MMES helps to improve elasticity, shape recovery, and flexibility.
  • A monomer to synthesize poly(MMES-co-GDMA) monosized microbeads to prepare a multifunctional gold nanocatalyst for the removal of organic pollutant 4-Nitrophenol. MMES contributes to the polymer matrix formation, attachment of gold nanoparticles, and enables the catalyst to exhibit magnetic properties.

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Skin Sens. 1A

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

324.5 °F - closed cup

Flash Point(C)

162.5 °C - closed cup

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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