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Ethyl acetate information


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
CAS Number
  • 141-78-6 checkY
3D model (JSmol)
  • Interactive image
Beilstein Reference
506104
ChEBI
  • CHEBI:27750 checkY
ChEMBL
  • ChEMBL14152 checkY
ChemSpider
  • 8525 checkY
ECHA InfoCard 100.005.001 Edit this at Wikidata
E number E1504 (additional chemicals)
Gmelin Reference
26306
KEGG
  • D02319 checkY
PubChem CID
  • 8857
RTECS number
  • AH5425000
UNII
  • 76845O8NMZ checkY
CompTox Dashboard (EPA)
  • DTXSID1022001 Edit this at Wikidata
InChI
  • 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
SMILES
  • O=C(OCC)C
Properties
Chemical formula
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)
Solubility in water
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
Refractive index (nD)
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
GHS02: Flammable GHS07: Exclamation mark[3]
Signal word
Danger
Hazard statements
H225, H319, H336[3]
Precautionary statements
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):
LD50 (median dose)
11.3 g/kg, rat
LC50 (median concentration)
16,000 ppm (rat, 6 h)
12,295 ppm (mouse, 2 h)
1600 ppm (rat, 8 h)[4]
LCLo (lowest published)
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 carboxylate esters
  • Methyl acetate,
  • Propyl acetate,
  • Butyl acetate
Related compounds
  • Acetic acid,
  • Ethanol,
  • Diethyl ether
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 ?)
Infobox references

Ethyl acetate (systematically ethyl ethanoate, commonly abbreviated EtOAc, ETAC or EA) is the organic compound with the formula CH3CO2CH2CH3, simplified to C4H8O2. This colorless liquid has a characteristic sweet smell (similar to pear drops) and is used in glues, nail polish removers, and in 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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Ethyl acetate

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removers. Methyl acetate is occasionally used as a solvent, being weakly polar and lipophilic, but its close relative ethyl acetate is a more common solvent...

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Acetate

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Thus, HOAc is the symbol for acetic acid, NaOAc for sodium acetate, and EtOAc for ethyl acetate (as Ac is common symbol for acetyl group CH3CO).The pseudoelement...

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Ethyl acetoacetate

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Claisen condensation of ethyl acetate. Two moles of ethyl acetate condense to form one mole each of ethyl acetoacetate and ethanol. Ethyl acetoacetate is diprotic:...

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Solvent

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turpentine); as nail polish removers and solvents of glue (acetone, methyl acetate, ethyl acetate); in spot removers (hexane, petrol ether); in detergents (citrus...

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paints and coatings. The esters include ethyl acetate, n-butyl acetate, isobutyl acetate, and propyl acetate. They are typically produced by catalyzed...

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organic solvents, and slightly soluble in water (although less so than ethyl acetate). It is used as a solvent for cellulose, plastics, oil and fats. It...

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Killing jar

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in. The most common killing agents are ether, chloroform and ethyl acetate. Ethyl acetate has many advantages and is very widely used. Its fumes are less...

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Saponification

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long chain, its salt is called a soap. The saponification of ethyl acetate gives sodium acetate and ethanol: C2H5O2CCH3 + NaOH → C2H5OH + NaO2CCH3 Vegetable...

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Propanephosphonic acid anhydride

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with amines. It is commercially available as 50 % solution in DMF or ethyl acetate as a slightly yellow mixture. "Propanephosphonic acid anhydride". Sigma-Aldrich...

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C4H8O2

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cis-Butene-1,4-diol Butyric acid Dioxanes 1,2-Dioxane 1,3-Dioxane 1,4-Dioxane Ethyl acetate 3-Hydroxybutanal γ-Hydroxybutyraldehyde 3-Hydroxytetrahydrofuran Isobutyric...

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acetaldehyde (except when purposely induced in wines like Sherry and Rancio), ethyl acetate and cork taint. The vast majority of wine faults are detected by the...

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Nail polish

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some sort of acrylate copolymer. The solvents are commonly butyl acetate or ethyl acetate. Low levels of various additives are included to give the desired...

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Acetic anhydride

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For example, the reaction of acetic anhydride with ethanol yields ethyl acetate: (CH3CO)2O + CH3CH2OH → CH3CO2CH2CH3 + CH3COOH Often a base such as...

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Ethyl formate

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Ethyl formate is an ester formed when ethanol (an alcohol) reacts with formic acid (a carboxylic acid). Ethyl formate has the characteristic smell of...

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Butyl acetate

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stereoisomers) of butyl acetate are isobutyl acetate, tert-butyl acetate, and sec-butyl acetate (two enantiomers). Butyl acetate is commonly manufactured...

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Strawberry

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acetate decyl butyrate d-limonene ethyl 2-methylbutanoate ethyl 3-methylbutanoate ethyl acetate ethyl benzoate ethyl butyrate ethyl decanoate ethyl hexanoate...

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previously determined. PLA is soluble in a range of organic solvents. Ethyl acetate is widely used because of its ease of access and low risk. It is useful...

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to roasting and may use organic solvents such as dichloromethane or ethyl acetate, supercritical CO2, or water to extract caffeine from the beans, while...

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Azeotrope tables

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xylene, or toluene. When used indoors, isopropyl alcohol, ethanol, and ethyl acetate are preferred cleaners, as their fumes are much less hazardous than...

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