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Merck
CN

290815

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:
103-11-7
Molecular Weight:
184.28
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
24857489
MDL number:
MFCD00009495
Beilstein/REAXYS Number:
1765828

Key Documents

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InChI

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

SMILES string

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

InChI key

GOXQRTZXKQZDDN-UHFFFAOYSA-N

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 %

Quality Level

100

bp

215-219 °C (lit.)

density

0.885 g/mL at 25 °C (lit.)

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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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

flash_point_f

174.2 °F - closed cup

flash_point_c

79 °C - closed cup

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ7538
MKCZ7536
MKCZ7537
MKCZ7105
MKCZ7106

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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)
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)
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)
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)
Intramolecular chain transfer to polymer in the emulsion polymerization of 2-ethylhexyl acrylate.
Plessis C, et al.
Macromolecules, 34(17), 6138-6143 (2001)
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