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234907

Sigma-Aldrich

2-(Dimethylamino)ethyl methacrylate

contains 700-1000 ppm monomethyl ether hydroquinone as inhibitor, 98%

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Synonym(s):
Methacrylic acid 2-(dimethylamino)ethyl ester
Linear Formula:
CH2=C(CH3)COOCH2CH2N(CH3)2
CAS Number:
Molecular Weight:
157.21
Beilstein:
1757048
MDL number:
PubChem Substance ID:
NACRES:
NA.23

vapor density

5.4 (vs air)

Quality Level

vapor pressure

<1 mmHg ( 25 °C)

Assay

98%

form

liquid

contains

700-1000 ppm monomethyl ether hydroquinone as inhibitor

refractive index

n20/D 1.439 (lit.)

bp

182-192 °C (lit.)

density

0.933 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CN(C)CCOC(=O)C(C)=C

InChI

1S/C8H15NO2/c1-7(2)8(10)11-6-5-9(3)4/h1,5-6H2,2-4H3

InChI key

JKNCOURZONDCGV-UHFFFAOYSA-N

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1 of 4

This Item
M55909392111741108
Methyl methacrylate contains &#8804;30&#160;ppm MEHQ as inhibitor, 99%

Sigma-Aldrich

M55909

Methyl methacrylate

assay

98%

assay

99%

assay

-

assay

95%

form

liquid

form

-

form

liquid

form

liquid

contains

700-1000 ppm monomethyl ether hydroquinone as inhibitor

contains

≤30 ppm MEHQ as inhibitor

contains

150 ppm monomethyl ether hydroquinone as inhibitor

contains

MEHQ as inhibitor

refractive index

n20/D 1.439 (lit.)

refractive index

n20/D 1.414 (lit.)

refractive index

n20/D 1.477 (lit.)

refractive index

n20/D 1.438

bp

182-192 °C (lit.)

bp

100 °C (lit.)

bp

127-129 °C/15 mmHg (lit.)

bp

-

General description

2-(Dimethylamino)ethyl methacrylate (DMAEMA) is a methacrylic acid derivative that is used as a monomer in the production of polymers with a wide range of applications. The most common use of DMAEMA is in the production of cationic polymers, which are highly charged and have applications such as flocculants, coagulants, dispersants, and stabilizers. In addition, DMAEMA-based polymers have found uses in drug delivery systems, tissue engineering, and gene therapy, owing to their excellent biocompatibility and biodegradability properties. DMAEMA can also be used as a modifying agent in coatings, adhesives, and textiles to improve properties such as adhesion, hardness, and water resistance.

Application

2-(Dimethylamino)ethyl methacrylate (DMAEMA) can be used as starting material in the synthesis of poly (DMAEMA) and amphiphilic block copolymers. Poly (DMAEMA) is a thermal and pH-sensitive biocompatible polymer widely used in the following applications.

  • Quaternized poly (DMAEMA) can be used to prepare highly efficient antibacterial magnetic particles. The high density of quaternary ammonium groups generated via surface-initiated ATRP are responsible for high antibacterial activity.
  • Ag nanoparticles immobilized into a poly (DMAEMA) brush layer can be used as a sensor platform for the detection of organic molecules by surface-enhanced Raman spectroscopy (SERS).
  • It can also be used to prepare stable polymer-based gene delivery systems.

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1

Storage Class Code

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 1

Flash Point(F)

147.2 °F - closed cup

Flash Point(C)

64 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Bogna Stawarczyk et al.
The Journal of prosthetic dentistry, 106(6), 386-398 (2011-12-03)
Flexural strength, hardness, surface roughness, discoloration, and abrasion resistance are important properties of veneering composite resins. Recently introduced veneering resins are purported to have enhanced mechanical properties due to their composition, but their long-term durability is not known. The purpose
Synthesis of well-defined amphiphilic block copolymers with 2-(dimethylamino) ethyl methacrylate by controlled radical polymerization
Zhang Y and Matyjaszewski K
Macromolecules, 32(6), 1763-1766 (1999)
Saadyah E Averick et al.
Biomacromolecules, 13(11), 3445-3449 (2012-09-13)
Cationic nanogels with site-selected functionality were designed for the delivery of nucleic acid payloads targeting numerous therapeutic applications. Functional cationic nanogels containing quaternized 2-(dimethylamino)ethyl methacrylate and a cross-linker with reducible disulfide moieties (qNG) were prepared by activators generated by electron
Sang Beom Lee et al.
Biomacromolecules, 4(5), 1386-1393 (2003-09-10)
Amphiphilic random, gradient, and block copolymers of 2-(dimethylamino)ethyl methacrylate (DMAEMA) and n-butyl methacrylate (BMA) were synthesized by atom transfer radical polymerization (ATRP) in water/2-propanol mixtures using a methoxy-poly(ethylene glycol) (MPEG) (M(n) = 2000) macroinitiator. Kinetic studies indicate that the copolymerization
Jingwei He et al.
Dental materials : official publication of the Academy of Dental Materials, 28(8), e110-e117 (2012-05-12)
The purpose of this study was to prepare antibacterial and radiopaque dental resin through adding one polymerizable quaternary ammonium compound with iodine as counter anion into Bis-GMA/TEGDMA (50/50, wt/wt) dental resin system, and evaluate the degree of monomer conversion, mechanical

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