Ethyl acetate

Ethyl ethanoate
Names
Preferred IUPAC name
Ethyl acetate
Systematic IUPAC name
Ethyl ethanoate
Other names
  • Acetic ester
  • Acetic ether
  • Ethyl ester of acetic acid
  • Ethanoic ethyl ester
Identifiers
3D model (JSmol)
Beilstein Reference
506104
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.005.001
E number E1504 (additional chemicals)
Gmelin Reference
26306
KEGG
RTECS number
  • AH5425000
UNII
CompTox Dashboard (EPA)
  • InChI=1S/C4H8O2/c1-3-6-4(2)5/h3H2,1-2H3 Y
    Key: XEKOWRVHYACXOJ-UHFFFAOYSA-N Y
  • InChI=1/C3H8O2/c1-3-6-4(2)5/h3H2,1-2H3
    Key: XEKOWRVHYACXOJ-UHFFFAOYAD
SMILES
  • O=C(OCC)C
Properties
C4H8O2
Molar mass 88.106 g·mol−1
Appearance Colorless liquid
Odor nail polish-like, fruity
Density 0.902 g/cm3
Melting point −83.6 °C (−118.5 °F; 189.6 K)
Boiling point 77.1 °C (170.8 °F; 350.2 K)
8.3 g/100 mL (at 20 °C)
Solubility in ethanol, acetone, diethyl ether, benzene Miscible
log P 0.71[1]
Vapor pressure 73 mmHg (9.7 kPa) at 20 °C[2]
Acidity (pKa) 25
Magnetic susceptibility (χ)
−54.10×10−6 cm3/mol
1.3720
Viscosity 426 μPa·s (0.426 cP) at 25 °C
Structure
Dipole moment
1.78 D
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
  • Flammable (F),
  • Irritant (Xi)
GHS labelling:
Pictograms
[3]
Danger
Hazard statements
H225, H319, H336[3]
Precautionary statements
P210, P233, P240, P305+P351+P338, P403+P235[3]
NFPA 704 (fire diamond)
2
3
0
Flash point −4 °C (25 °F; 269 K)
Explosive limits 2.0–11.5%[2]
Lethal dose or concentration (LD, LC):
11.3 g/kg, rat
16,000 ppm (rat, 6 h)
12,295 ppm (mouse, 2 h)
1600 ppm (rat, 8 h)[4]
21 ppm (guinea pig, 1 h)
12,330 ppm (mouse, 3 h)[4]
NIOSH (US health exposure limits):
PEL (Permissible)
TWA 400 ppm (1400 mg/m3)[2]
REL (Recommended)
TWA 400 ppm (1400 mg/m3)[2]
IDLH (Immediate danger)
2000 ppm[2]
Related compounds
  • Methyl acetate,
  • Propyl acetate,
  • Butyl acetate
Related compounds
Supplementary data page
Ethyl acetate (data page)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

Ethyl acetate commonly abbreviated EtOAc, ETAC or EA) is the organic compound with the formula CH3CO2CH2CH3, simplified to C4H8O2. This flammable, colorless liquid has a characteristic sweet smell (similar to pear drops) and is used in glues, nail polish removers, and the decaffeination process of tea and coffee. Ethyl acetate is the ester of ethanol and acetic acid; it is manufactured on a large scale for use as a solvent.[5]

  1. ^ "ethyl acetate MSDS".
  2. ^ a b c d e NIOSH Pocket Guide to Chemical Hazards. "#0260". National Institute for Occupational Safety and Health (NIOSH).
  3. ^ a b c Record of Ethyl acetate in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 7 December 2020.
  4. ^ a b "Ethyl acetate". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
  5. ^ Riemenschneider, Wilhelm; Bolt, Hermann M. "Esters, Organic". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a09_565.pub2. ISBN 978-3-527-30673-2.