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234907

Sigma-Aldrich

2-(Dimethylamino)ethyl methacrylate

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

Synonym(s):

Methacrylic acid 2-(dimethylamino)ethyl ester

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About This Item

Linear Formula:
CH2=C(CH3)COOCH2CH2N(CH3)2
CAS Number:
2867-47-2
Molecular Weight:
157.21
Beilstein/REAXYS Number:
1757048
MDL number:
MFCD00008589
UNSPSC Code:
12162002
PubChem Substance ID:
24854063
NACRES:
NA.23

vapor density

5.4 (vs air)

Quality Level

200

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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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
GHS05,GHS07

signalword

Danger

Hazard Classifications

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

Storage Class

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

wgk_germany

WGK 1

flash_point_f

147.2 °F - closed cup

flash_point_c

64 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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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
Miao Wang et al.
Colloids and surfaces. B, Biointerfaces, 103, 52-58 (2012-12-04)
Grafting-from has proven to be a very effective way to create high grafting densities and well-controlled polymer chains on different kinds of surfaces. In this work, we aim to graft zwitterionic brush from cellulose membrane (CM) via ARGET-ATRP (Activator Regenerated
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
Ying Wang et al.
Biomacromolecules, 13(8), 2585-2593 (2012-07-05)
Photo- and pH-responsive amphiphilic hyperbranched star copolymers, poly(6-O-methacryloyl-1,2;3,4-di-O-isopropylidene-d-galactopyranose)[poly(2-(N,N-dimethylaminoethyl) methacrylate)-co-poly(1'-(2-methacryloxyethyl)-3',3'-dimethyl-6-nitro-spiro(2H-1-benzo-pyran-2,2'-indoline))](n)s [HPMAlpGP(PDMAEMA-co-PSPMA)(n)], were synthesized by reversible addition-fragmentation chain transfer (RAFT) polymerization of the DMAEMA and the SPMA using hyperbranched PMAlpGP as a macro RAFT agent. In aqueous solution, the copolymers self-assembled to
Freeze-drying of poly((2-dimethylamino)ethyl methacrylate)-based gene delivery systems.
J Y Cherng et al.
Pharmaceutical research, 14(12), 1838-1841 (1998-02-07)
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