Catalog Number
ACMA00016962
Product Name
Ethyl Acrylate
Description
Ethyl acrylate, stabilized appears as a clear colorless liquid with an acrid odor. Flash point 60°F. May polymerize exothermically if heated or contaminated. If the polymerization takes place inside a container, the container may rupture violently. Auto ignition temperature 721°F (383°C) (NTP). Less dense than water. Vapors heavier than air. Used to make paints and plastics.;Liquid;Liquid;COLOURLESS LIQUID WITH PUNGENT ODOUR.;Colourless mobile liquid; lachrymator/intense, harsh, fruity aroma;Colorless liquid with an acrid odor.;Colorless liquid with an acrid odor.
IUPAC Name
ethyl prop-2-enoate
Molecular Weight
100.12g/mol
Molecular Formula
CH2CHCOOC2H5;C5H8O2;C5H8O2
Canonical SMILES
CCOC(=O)C=C
InChI
InChI=1S/C5H8O2/c1-3-5(6)7-4-2/h3H,1,4H2,2H3
InChI Key
JIGUQPWFLRLWPJ-UHFFFAOYSA-N
Boiling Point
211.6 °F at 760 mm Hg (NTP, 1992);99.4 °C;99.4 °C;99 °C;211°F;211°F
Melting Point
-96.2 °F (NTP, 1992);-71.2 °C;Mp -71.2 °;-71.2 °C;-71.2°C;-71 °C;-96°F;-96°F
Flash Point
48 °F (NTP, 1992);50 °F (10 °C) (open cup);60 °F (open cup);9 °C c.c.;48°F;48°F
Density
0.923 at 68 °F (USCG, 1999);d204 0.92;0.9234 g/cu cm at 20 °C;Relative density (water = 1): 0.92;0.916-0.919;0.92;0.92
Solubility
10 to 50 mg/mL at 70° F (NTP, 1992);0.15 M;15 mg/mL at 25 °C;Slightly soluble in dimethyl sulfoxide; soluble in chloroform; miscible in ethanol, ethyl ether;Soluble in alcohol and ether;2% (wt/vol) in water at 20 °C;1.5 parts by wt (of the formula wt)/100 parts by wt of water;In water, 15,000 mg/L at 25 °C (1.50 g/100 g);15 mg/mL at 25 °C;Solubility in water, g/100ml at 20 °C: 1.5;Soluble in ether and oils; Slightly soluble water;Soluble (in ethanol);2%
Application
Ethyl Acrylate serves as a versatile chemical reagent essential for various industrial applications, primarily in the production of paints, textiles, and non-woven fibers. This colorless liquid, characterized by its sharp, penetrating odor, acts as a crucial component in the synthesis of numerous pharmaceutical intermediates. Despite its sparing solubility in water, Ethyl Acrylate is readily miscible with alcohol and oils, making it adaptable for diverse formulations. Its propensity to polymerize under conditions of air, heat, or daylight highlights its reactive nature, which is stabilized below temperatures of 10°C. As a flavoring agent, Ethyl Acrylate's distinct properties and chemical synthesis make it invaluable in multiple domains, facilitating the creation of transparent, resilient, and odorless polymer forms.
Color/Form
Colorless liquid;Clear liquid
Covalently-Bonded Unit Count
1
EC Number
205-438-8;926-288-6
Exact Mass
100.052429g/mol
Heat of Vaporization
8.27 kcal/mol
Log P
1.32 (LogP);1.32;log Kow = 1.32;1.32;1.32
MeSH Entry Terms
acrylic acid ethyl ester;ethyl acrylate
Monoisotopic Mass
100.052429g/mol
Odor
Acrid penetrating odor;Sour, pungent, hot plastic odor
Other Experimental
Polymerizes on standing; polymerization process speeded up by heat, light, and peroxides. If pure, the monomer can be stored below +10 °C without polymerization.;Specific heat at -60 °C: 0.442 cal/g/deg C; MP: 20 °C at 39.2 mm Hg (polymerizes on distillation); azeotropes: 45% water = BP 81 °C; 56.8% ethanol = BP 76 °C;Conversion factor: 4.09 mg/cu m is equiv to 1 ppm;Ratio of specific heats of vapor: 1.080; latent heat of vaporization: 149 BTU/lb= 82.9 cal/g= 3.47X10+5 J/kg; liquid-water interfacial tension: (est) 40 dynes/cm= 0.04 N/m at 20 °C;Saturation concentration /in air/: 158 g/cu m at 20 °C;Saturated air contains 38,500 ppm by volume of vapor at 20 °C, 760 mm Hg;Liquid heat capacity = 0.453 BTU/lb-F at 70 °F; Liquid thermal conductivity = 10149 BTU-in/hr-sq ft-F at 70 °C; Saturated vapor density = 0.01011 lb/cu ft at 70 °F; Ideal gas heat capacity = 0.272 BTU/lb-F at 75 °F;Critical volume 320 cu cm/mole;Bulk density: 7.6 lb/gal at 20 °C;Heat of polymerization: -335 BTU/lb= -186 cal/g= -7.79X10+5 J/kg;Saturation concn: /in air/ 258 g/cu m at 30 °C;Heat of evaporation: 347 J/g; specific heat: 1.97 J/g-K;React readily with electrophilic, free-radical, and nucleophilic agent /Acrylic acid & esters/;Polymerizes exothermically in the presence of light, heat, and peroxides above 10 °C, unless inhibited.;The monomer polymerizes to a transparent, elastic substance that is practically odorless and insoluble in conventional solvents.;Transparent, elastic substance. Practically no odor. Little adhesive power. Resists the usual solvents. /Polymer/;Henry's Law constant = 3.4X10-4 atm-cu m/mol at 25 °C (est);Hydroxyl radical reaction rate constant = 1.6X10-11 cu cm/molec-sec at 25 °C (est)
Refractive Index
n20D 1.4068;Index of refraction: 1.4068 at 20 °C/D;1.403-1.409
Stability
Easily polymerizes on standing; polymerization process speeded up by heat, light, and peroxides. If pure, the monomer can be stored below +10 °C without incurring polymerization.
UN Number
1917;1917;1917;1917;1917
Vapor Density
3.45 (NTP, 1992) (Relative to Air);3.45 (Air = 1);Relative vapor density (air = 1): 3.45;3.45
Vapor Pressure
29.3 mm Hg at 68 °F ; 40 mm Hg at 79° F (NTP, 1992);38.60 mmHg;38.6 mm Hg at 25 °C;Vapor pressure, kPa at 20 °C: 3.9;29 mmHg;29 mmHg
