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290815

Sigma-Aldrich

2-Ethylhexyl acrylate

98%, contains ≥0.001-≤0.11% monomethyl ether hydroquinone as stabilizer

Synonym(s):

(±)-Acrylic acid 2-ethylhexyl ester

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About This Item

Linear Formula:
CH2=CHCOOCH2CH(C2H5)(CH2)3CH3
CAS Number:
Molecular Weight:
184.28
Beilstein:
1765828
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

vapor density

6.4 (vs air)

vapor pressure

0.15 mmHg ( 20 °C)

Assay

98%

autoignition temp.

496 °F

contains

≥0.001-≤0.11% monomethyl ether hydroquinone as stabilizer

expl. lim.

6.4 %

refractive index

n20/D 1.436 (lit.)

bp

215-219 °C (lit.)

density

0.885 g/mL at 25 °C (lit.)

SMILES string

CCCCC(CC)COC(=O)C=C

InChI

1S/C11H20O2/c1-4-7-8-10(5-2)9-13-11(12)6-3/h6,10H,3-5,7-9H2,1-2H3

InChI key

GOXQRTZXKQZDDN-UHFFFAOYSA-N

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General description

2-Ethylhexyl acrylate can undergo free radical solution polymerization to yield its polymer. It can form a series of copolymers via atom transfer radical copolymerization. A study reports the emulsion terpolymerization of the product with styrene, methacrylic acid.
2-ethylhexyl acrylate (EHA) is one of the constituents of acrylic polymeric latex. It can undergo free-radical solution polymerization. EHA is known to undergo free radical emulsion co- polymerization with methyl methacrylate (MMA) to form pressure-sensitive adhesives. It may also form copolymers with acrylonitrile and acrylamide.

Application

  • Formulation optimization and stability study of transdermal therapeutic system of nicorandil.: This research explores the formulation and stability of a transdermal therapeutic system using 2-ethylhexyl acrylate (2-EHA) as a key component, highlighting its potential in delivering drugs through the skin effectively (Tipre DN et al., 2002).

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Aquatic Chronic 3 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

174.2 °F - closed cup

Flash Point(C)

79 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Rashin Namivandi-Zangeneh et al.
ACS infectious diseases, 5(8), 1357-1365 (2019-04-04)
The failure of many antibiotics in the treatment of chronic infections caused by multidrug-resistant (MDR) bacteria necessitates the development of effective strategies to combat this global healthcare issue. Here, we report an antimicrobial platform based on the synergistic action between
Intramolecular chain transfer to polymer in the emulsion polymerization of 2-ethylhexyl acrylate.
Plessis C, et al.
Macromolecules, 34(17), 6138-6143 (2001)
Chain transfer to polymer in free-radical solution polymerization of 2-ethylhexyl acrylate studied by NMR spectroscopy.
Heatley F, et al.
Macromolecules, 34(22), 7636-7641 (2001)
High-solids-content seeded semicontinuous emulsion terpolymerization of styrene, 2-ethylhexyl acrylate and methacrylic acid
Masa JA, et al.
Polymer, 34(13), 2853-2859 (1993)
Two dimensional chromatographic characterization of block copolymers of 2-ethylhexyl acrylate and methyl acrylate, P2EHA-b-PMA, produced via RAFT-mediated polymerization in organic dispersion.
Raust Jacques-Antoine et al.
Macromolecules, 43(21), 8755-8765 (2010)

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