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Ethyl acetate

Ethyl ethanoate
Skeletal formula
Ball-and-stick model
Ethyl acetate
Names
Preferred IUPAC name
Ethyl acetate
Systematic IUPAC name
Ethyl ethanoate
Other names
  • Acetic ester
  • Acetic ether
  • Ethyl ester of acetic acid
Identifiers
3D model (JSmol)
506104
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.005.001 Edit this at Wikidata
E number E1504 (additional chemicals)
26306
KEGG
RTECS number
  • AH5425000
UNII
  • InChI=1S/C4H8O2/c1-3-6-4(2)5/h3H2,1-2H3 checkY
    Key: XEKOWRVHYACXOJ-UHFFFAOYSA-N checkY
  • InChI=1/C3H8O2/c1-3-6-4(2)5/h3H2,1-2H3
    Key: XEKOWRVHYACXOJ-UHFFFAOYAD
  • 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
−54.10×10−6 cm3/mol
1.3720
Viscosity 426 μPa·s (0.426 cP) at 25 °C
Structure
1.78 D
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
  • Flammable (F),
  • Irritant (Xi)
GHS labelling:
GHS02: Flammable GHS07: Exclamation mark[3]
Danger
H225, H319, H336[3]
P210, P233, P240, P305+P351+P338, P403+P235[3]
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 3: Liquids and solids that can be ignited under almost all ambient temperature conditions. Flash point between 23 and 38 °C (73 and 100 °F). E.g. gasolineInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
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
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).
checkY verify (what is checkY☒N ?)

Ethyl acetate (systematically ethyl ethanoate, 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 978-3527306732.

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