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290815

Sigma-Aldrich

2-Ethylhexyl acrylate

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

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Synonym(s):
(±)-Acrylic acid 2-ethylhexyl ester
Linear Formula:
CH2=CHCOOCH2CH(C2H5)(CH2)3CH3
CAS Number:
103-11-7
Molecular Weight:
184.28
Beilstein:
1765828
MDL number:
MFCD00009495
UNSPSC Code:
12162002
PubChem Substance ID:
24857489
NACRES:
NA.23

vapor density

6.4 (vs air)

Quality Level

100

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H317,H335,H412

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 1

Flash Point(F)

174.2 °F

Flash Point(C)

79 °C

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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Block, blocky gradient and random copolymers of 2-ethylhexyl acrylate and acrylic acid by atom transfer radical polymerization,
Vidts KRM, et al.
Polymer, 47(17), 6028-6037 (2006)
Synthesis and characterization of homopolymer of 2?ethylhexyl acrylate and its copolymers with acrylamide, acrylonitrile, and methyl methacrylate.
Vangani V and Rakshit AK
Journal of Applied Polymer Science, 60(7), 1005-1013 (1996)
Design of pressure-sensitive adhesives by free-radical emulsion copolymerization of methyl methacrylate and 2-ethylhexyl acrylate. 1. Kinetic study and tack properties.
Aymonier A, et al.
Chemistry of Materials, 13(8), 2562-2566 (2001)
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)
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