Ethyl Acetate

Title: Ethyl Acetate
CAS Registry Number: 141-78-6
CAS Name: Acetic acid ethyl ester
Additional Names: acetic ether; vinegar naphtha
Molecular Formula: C4H8O2
Molecular Weight: 88.11
Percent Composition: C 54.53%, H 9.15%, O 36.32%
Line Formula: CH3COOC2H5
Literature References: Obtained by the slow distillation of a mixture of acetic acid, ethyl alc, and sulfuric acid: Alheritiere, Mercier, US 2787636 (1957 to Usines de Melle); Faith, Keyes & Clark's Industrial Chemicals, F. A. Lowenheim, M. K. Moran, Eds. (Wiley-Interscience, New York, 4th ed., 1975) pp 350-354. Toxicity: H. F. Smyth et al., Am. Ind. Hyg. Assoc. J. 23, 95 (1962).
Properties: Clear, volatile, flammable liq; characteristic fruity odor; pleasant taste when diluted. Slowly dec by moisture, then acquires an acid reaction. Absorbs water (up to 3.3% w/w). d420 0.902; d2525 0.898. bp 77°. mp -83°. Ignition temp 800°F. Explosive limits (% vol in air): 2.2 to 11.5. nD20 1.3719. Vapor density 3.04 (air = 1). One ml dissolves in 10 ml water at 25°; more sol at lower and less sol at higher temps. Misc with alc, acetone, chloroform, ether. Azeotropic mixture with water (6.1% w/w) bp 70.4°. Azeotropic mixture with water (7.8% w/w) and alc (9.0% w/w) bp 70.3°. Keep tightly closed in a cool place and away from fire. LD50 orally in rats: 11.3 ml/kg (Smyth).
Melting point: mp -83°
Boiling point: bp 77°; bp 70.4°; bp 70.3°
Index of refraction: nD20 1.3719
Density: d420 0.902; d2525 0.898
Toxicity data: LD50 orally in rats: 11.3 ml/kg (Smyth)
CAUTION: Potential symptoms of overexposure are irritation of eyes, skin, nose and throat; narcosis; dermatitis. See NIOSH Pocket Guide to Chemical Hazards (DHHS/NIOSH 97-140, 1997) p 130.
Use: Pharmaceutic aid (flavor); artificial fruit essences; solvent for nitrocellulose, varnishes, lacquers, and aeroplane dopes; manuf smokeless powder, artificial leather, photographic films and plates, artificial silk, perfumes; cleaning textiles, etc.
Ethyl Acetoacetate Ethyl Acrylate Ethyl Alcohol, Denatured Ethyl alpha-Bromopropionate Ethyl alpha-Chloropropionate

Ethyl acetate
Skeletal formula
Ball-and-stick model
Identifiers
CAS number 141-78-6 YesY
PubChem 8857
ChemSpider 8525 YesY
UNII 76845O8NMZ YesY
KEGG D02319 YesY
ChEBI CHEBI:27750 YesY
ChEMBL CHEMBL14152 YesY
RTECS number AH5425000
Jmol-3D images Image 1
Properties
Molecular formula C4H8O2
Molar mass 88.11 g mol−1
Appearance Colorless liquid
Density 0.897 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 (20 °C)
Solubility in ethanol,
acetone, diethyl ether,
benzene
Miscible
Refractive index (nD) 1.3720
   pKa = 25
Viscosity 0.426 cP at 25 °C
Structure
Dipole moment 1.78 D
Hazards
MSDS External MSDS
R-phrases R11, R36, R66, R67
S-phrases S16, S26, S33
Main hazards Flammable (F),
Irritant (Xi)
NFPA 704
NFPA 704.svg
4
2
0
Flash point −4 °C; 25 °F; 269 K
LD50 11.3 g/kg, rat
Related compounds
Related carboxylate esters Methyl acetate,
Propyl acetate,
Butyl acetate
Related compounds Acetic acid,
ethanol
Supplementary data page
Structure and
properties
n, εr, etc.
Thermodynamic
data
Phase behaviour
Solid, liquid, gas
Spectral data UV, IR, NMR, MS
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Ethyl acetate (systematically, ethyl ethanoate, commonly abbreviated EtOAc or EA) is the organic compound with the formula CH3-COO-CH2-CH3. This colorless liquid has a characteristic sweet smell (similar to pear drops) and is used in glues, nail polish removers, decaffeinating tea and coffee, and cigarettes (see list of additives in cigarettes). Ethyl acetate is the ester of ethanol and acetic acid; it is manufactured on a large scale for use as a solvent. The combined annual production in 1985 of Japan, North America, and Europe was about 400,000 tons.[1] In 2004, an estimated 1.3M tons were produced worldwide.[2]