2-Ethylhexyl acrylate

Source: Wikipedia, the free encyclopedia.
2-Ethylhexyl acrylate
Names
Preferred IUPAC name
2-Ethylhexyl prop-2-enoate
Other names
2-Ethylhexyl acrylate
2-EHA
Identifiers
3D model (
JSmol
)
ChEBI
ChemSpider
ECHA InfoCard
 100.002.801 Edit this at Wikidata
EC Number
  • 203-080-7
KEGG
UNII
  • InChI=1S/C11H20O2/c1-4-7-8-10(5-2)9-13-11(12)6-3/h6,10H,3-5,7-9H2,1-2H3
    Key: GOXQRTZXKQZDDN-UHFFFAOYSA-N
  • CCCCC(CC)COC(=O)C=C
Properties
C11H20O2
Molar mass 184.279 g·mol−1
Density 0.885 g/mL
Melting point −90 °C (−130 °F; 183 K)
Boiling point 215–219 °C (419–426 °F; 488–492 K)
Hazards
GHS labelling:
GHS07: Exclamation mark[1]
Warning
H315, H317, H335, H412[1]
P273, P280, P304+P340+P312, P333+P313[1]
Flash point 82 °C; 180 °F; 355 K
258 °C; 496 °F; 531 K
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

2-Ethylhexyl acrylate is a colorless liquid acrylate used in the making of paints,[2] plastics[3] and adhesives.[4] It has an odor that has been variously described as pleasant[5] or acrid and musty.[6]

Preparation

strong acid such as methanesulfonic acid by reactive distillation using toluene as an azeotroping agent.[7]

Properties

2-Ethylhexyl acrylate

stabilizers
.

Use

2-Ethylhexyl acrylate and

free-radical polymerization to form macromolecules having a molecular weight of up to 200,000 g/mol. Other monomers such as vinyl acetate, methyl acrylate, and styrene may be copolymerized to modify the properties of the resulting polymer.[8]

References

  1. ^ a b c Record of 2-Ethylhexyl acrylate in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 11 March 2020.
  2. ^ a b "2-ETHYLHEXYL ACRYLATE". CAMEO Chemicals. Retrieved April 22, 2024.
  3. ^ "2-Ethylhexyl acrylate (compound)". PubChem. National Center for Biotechnology Information.
  4. ISSN 0024-9297
    .
  5. ^ "2-Ethylhexyl acrylate". PubChem. Retrieved April 22, 2024.
  6. ^ Shah, Yogi (January 1995). "2-Ethylhexyl acrylate" (PDF). Occupational Safety and Health Administration.
  7. ^ US 2917538, R.L. Carlyle, "Process for the production of acrylic acid esters", published 1959-12-15, assigned to The Dow Chemical Co. 
  8. ISBN 3878707916, S. 235 ([1], p. 235, at Google Books
    )
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