Animal experiments have shown that, at very high concentrations, the ester has central nervous system depressant and lethal effects; at concentrations of 20,000 to 43,000 ppm (2.0–4.3%), there may be pulmonary edema with hemorrhages , symptoms of central nervous system depression, secondary … [4], Ethyl acetate was first synthesised by Count de Lauraguais in 1759 by distilling a mixture of ethanol and acetic acid. Ethyl acetate is the most common ester in wine, being the product of the most common volatile organic acid – acetic acid, and the ethyl alcohol generated during the fermentation. If you do not receive an email within 10 minutes, your email address may not be registered, Number of times cited according to CrossRef: Combined XPS and contact angle studies of flat and rough ethylene‐vinyl acetate copolymer films. Animal experiments have shown that, at very high concentrations, the ester has central nervous system depressant and lethal effects; at concentrations of 20,000 to 43,000 ppm (2.0–4.3%), there may be pulmonary edema with hemorrhages, symptoms of central nervous system depression, secondary anemia and liver damage. [4], Ethyl acetate was first synthesised by Count de Lauraguais in 1759 by distilling a mixture of ethanol and acetic acid. For more data or any further information please search the DDB or contact DDBST. It is also prepared in industry using the Tishchenko reaction, by combining two equivalents of acetaldehyde in the presence of an alkoxide catalyst: Silicotungstic acid is used to manufacture ethyl acetate by the alkylation of acetic acid by ethylene:[8]. In a killing jar charged with ethyl acetate, the vapors will kill the collected insect quickly without destroying it. Ethyl acetate is a polar aprotic solvent. The irritant effect of ethyl acetate is weaker than that of propyl acetate or butyl acetate. This mixture converts to the ester in about 65% yield at room temperature: The reaction can be accelerated by acid catalysis and the equilibrium can be shifted to the right by removal of water. Coffee beans and tea leaves are decaffeinated with this solvent. Given that the chemical is naturally present in many organisms, there is little risk of toxicity. Organic solvent for nitrocellulose, varnishes, and lacquers; Production of smokeless powder, artificial leather, photographic films and plates, artificial silk, and perfumes. But In humans, concentrations of 400 ppm cause irritation of the nose and pharynx; cases have also been known of irritation of the conjunctiva with temporary opacity of the cornea. Ethyl acetate is synthesized in industry mainly via the classic Fischer esterification reaction of ethanol and acetic acid. • https://pubchem.ncbi.nlm.nih.gov/compound/ethyl_acetate#section=Toxicity In the laboratory, and usually for illustrative purposes only, ethyl esters are typically hydrolyzed in a two-step process starting with a stoichiometric amount of a strong base, such as sodium hydroxide. Step-by-step solution: Because ethyl acetate is not hygroscopic the insect remains soft enough to allow mounting suitable for a collection. Ethyl acetate is the ester of ethanol and acetic acid; it is manufactured on a large scale for use as a solvent. The data represent a small sub list of all available data in the Dortmund Data Bank. h޼W�o�8�W�}E�G���B*��k��q������.�IRi���;'�i���cf~?�0�JX�haFBˉP g�(ʡM�N��d�AVT� UK�G�>��9���4��)�p�� ��iJU(H"�0���d\6~yJ��1w+:Q���܌N4n�������>�'��[�LV���f���C��f�����y�H���y�ɷ�G�ӓ]�bn7�. }Z��];�㞶�uym3},��bj�5������΋���T�.=�s(�d��K�2ը��}��p�xdбP�I���%��ـ����QHI�h��)���*P@$ �b&c����@%j @!A ��qn�co�4'�E&%�NT��y8w�t��� Ethyl acetate results from the reaction between ethanol and acetic acid. The experimental data shown in these pages are freely available and have been published already in the DDB Explorer Edition. Learn more. III. The liquid density at this temperature is 0.90063g/cc. Miscibility Information and Solvent Miscibility Table, Ethyl Acetate Ball and Sticks Structural Model, Ethyl Acetate Space-Filling Structural Model, Acetic Acid, Acetone, Acetonitrile, Benzene, Butanol, Methyl ethyl ketone (MEK), Butyl Acetate (n-), Methyl tert-butyl ether (MTBE), Carbon Tetrachloride, Chloroform, Cyclohexane, Dichloroethane (1,2-), Dichloromethane, Diethyl ether, Diisopropyl ether, Dimethylformamide, Dimethyl Sulfoxide (DMSO), Dioxane, Ethanol, Ethyl Acetate, Heptane, Hexane, Methanol, Pentane, 1-Propanol, Isopropanol, Tetrahydrofuran (THF), Toluene, Trichloroethylene, Isooctane,  Xylene, Acute toxicity (oral, dermal, inhalation), category 4. Sensitivity varies, with most people having a perception threshold around 120 mg/L. Ethyl acetate is the ester of ethanol and acetic acid; it is manufactured on a large scale for use as a solvent. [9] For example, it is commonly used to clean circuit boards and in some nail varnish removers (acetone is also used). Wt. Ethyl acetate is used primarily as a solvent and diluent, being favored because of its low cost, low toxicity, and agreeable odor. Coffee beans and tea leaves are decaffeinated with this solvent. [4][6] The combined annual production in 1985 of Japan, North America, and Europe was about 400,000 tonnes. Molecular models for cyclic alkanes and ethyl acetate as well as surface tension data from molecular simulation Stefan Eckelsbach1, Tatjana Janzen1, Andreas Köster1, Svetlana Miroshnichenko1, Yonny Mauricio Muñoz-Muñoz1, and Jadran Vrabec1 Ethyl acetate is also used to decaffeinate cigarettes, coffee, and tea leaves. Abstract Ethylene‐vinyl acetate copolymers containing 4, 11, and 19 wt. 188 0 obj <>/Filter/FlateDecode/ID[<883FAF32866A8FC5BF9FDEA862EF8A1A>]/Index[177 30]/Info 176 0 R/Length 70/Prev 727217/Root 178 0 R/Size 207/Type/XRef/W[1 2 1]>>stream Use the link below to share a full-text version of this article with your friends and colleagues. For more data or any further information please search the DDB or contact DDBST. %PDF-1.5 %���� Ethyl acetate is synthesized in industry mainly via the classic Fischer esterification reaction of ethanol and acetic acid. This reaction gives ethanol and sodium acetate, which is unreactive toward ethanol: Under anhydrous conditions, strong bases induce the Claisen condensation to give ethyl acetoacetate:[12]. The LD50 for rats is 5620 mg/kg,[13] indicating low toxicity. endstream endobj startxref 177 0 obj <> endobj Severe overexposure may cause weakness, drowsiness, and unconsciousness. In the lab, ethyl acetate is a universal solvent for column and thin-layer chromatography. % of vinyl acetate (VAc), polyethylene, ... and deviated largely from the additivity law in regards of the surface area fractions of ethylene and VAc. [10] It is also used in paints as an activator or hardener. Can.J.Chem.Eng. In the field of entomology, ethyl acetate is an effective asphyxiant for use in insect collecting and study. Pressure-Temperature Calculator for Solvents, © 2020  Merck KGaA, Darmstadt, Germany and/or its affiliates. 81 (1989) 145-156, Sumarokova T.N. endstream endobj 178 0 obj <> endobj 179 0 obj <> endobj 180 0 obj <>stream This table highlights the viscosity and surface tension of a variety of solvents and other … Combined XPS and contact angle studies of ethylene vinyl acetate and polyvinyl acetate blends. Because it is not hygroscopic, ethyl acetate also keeps the insect soft enough to allow proper mounting suitable for a collection. 66 (1988) 1021-1026, Buchler C.A. Please check your email for instructions on resetting your password. Bases accelerate the hydrolysis, which is subject to the Fischer equilibrium mentioned above. [14] Humans exposed to a concentration of 400 ppm in 1.4 mg/L ethyl acetate for a short time were affected by nose and throat irritation.

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