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Sigma-Aldrich

2-Aminoethyl methacrylate hydrochloride

contains ~500 ppm phenothiazine as stabilizer, 90%

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Synonym(s):
2-Aminoethyl 2-methylacrylate hydrochloride, 2-Propenoic acid, 2-methyl-, 2-aminoethyl ester, hydrochloride (1:1) (ACI)
Linear Formula:
H2C=C(CH3)CO2CH2CH2NH2 · HCl
CAS Number:
Molecular Weight:
165.62
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.23

assay

90%

contains

~500 ppm phenothiazine as stabilizer

mp

102-110 °C (lit.)

storage temp.

2-8°C

SMILES string

Cl.CC(=C)C(=O)OCCN

InChI

1S/C6H11NO2.ClH/c1-5(2)6(8)9-4-3-7;/h1,3-4,7H2,2H3;1H

InChI key

XSHISXQEKIKSGC-UHFFFAOYSA-N

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1 of 4

This Item
234893128635M55909
vibrant-m

234893

Ethyl methacrylate

vibrant-m

128635

2-Hydroxyethyl methacrylate

vibrant-m

M55909

Methyl methacrylate

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

contains

~500 ppm phenothiazine as stabilizer

contains

15-20 ppm monomethyl ether hydroquinone as inhibitor

contains

≤250 ppm monomethyl ether hydroquinone as inhibitor

contains

≤30 ppm MEHQ as inhibitor

mp

102-110 °C (lit.)

mp

-

mp

-

mp

−48 °C (lit.)

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

200

General description

Aminoethyl methacrylate hydrochloride (AMA) is an amine based methacrylic monomer used in the production of polymers and copolymers that are utilized in a wide range of applications, including coatings, adhesives, and medical devices. It is a highly reactive monomer due to the presence of the methacrylate group, which enables it to undergo both free radical polymerization and other polymerization reactions. Due to its biocompatibility and low toxicity, it is widely used in biomedical research and as a crosslinking agent for hydrogels and other biomaterials. It is used in the synthesis of poly (2-aminoethylmethacrylate), a biocompatible cationic polymer widely used in the biomedical field.

Application

2-Aminoethylmethacrylate hydrochloride(AMA) can be used as a precursor to synthesize:
  • Homo and copolymer brushes of AMA, which can be used to tune the electrochemical properties of silicon wafers.
  • Poly(3-hydroxybutyrate) based polyurethane/urea composite scaffolds for tissue engineering applications.
  • Antimicrobial bacterial cellulose/poly (AMA) nanocomposites. Polymer incorporation imparts mechanical properties and antimicrobial activity to bacterial cellulose membranes.
It can also be used for the efficient functionalization of hyaluronic acid via triazine-mediated amidation.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Santo D, et al.
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Tina Borke et al.
Carbohydrate polymers, 116, 42-50 (2014-12-03)
Triazine-based coupling agents have the potential to replace carbodiimides in the functionalization of hyaluronic acid (HA) giving derivatives with high degrees of substitution (DS) under mild conditions with excellent efficiency. Kinetics of the triazine-mediated amidation of HA in aqueous solution
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A highly sensitive fluorescence detection probe was developed by tailoring plastic antibodies on the external surface of aqueous soluble quantum dots (QDs). The target was Myoglobin (Myo), a cardiac biomarker that quenched the intrinsic fluorescent emission of cadmium telluride (CdTe)

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