Ethylacetat

EtOAc · ETOH · ALCOHOL · yisuanyizhi · ACETIC ACID ETHYL ESTER · ETHYL ETHANOATE · AcOEt · ETHANOL ABSOLUTE

Identifikatoren & physikalische Daten

CAS No.	141-78-6
Summenformel	C4H8O2
Durchschnittliche Molmasse	88,11 g/mol
Monoisotopische Masse	88,05242949 g/mol
SMILES	CCOC(C)=O
InChIKey	XEKOWRVHYACXOJ-UHFFFAOYSA-N
PubChem CID	8857
ChEMBL	CHEMBL14152
ChEBI	CHEBI:27750
EC No.	205-500-4
DTXSID	DTXSID1022001
Lokaler Name	Ethylacetat

Chemische & physikalische Eigenschaften

XLogP	0,7
Polarare Oberfläche (TPSA)	26,3
H-Brücken-Donoren	0
H-Brücken-Akzeptoren	2
Frei drehbare Bindungen	2
Schwere Atome	6
Formalladung	0
Komplexität	49
LogP (Verteilungskoeffizient)	log Kow = 0.73
Geruch	CHARACTERISTIC ETHER-LIKE ODOR REMINISCENT OF PINEAPPLE.Fragrant odorEther-like, fruity odorFruity with a brandy note
Geschmack	Pleasant taste when dilutedBITTERSWEET, WINE-LIKE BURNING TASTE.Ethyl acetate ... contributes a fruity flavor to beer.
Dichte	0.902 at 68 °F (USCG, 1999) - Less dense than waterwill float0.9003 g/cu cm at 20 °CDENSITY OF SATURATED AIR (AIR= 1) 1.02CONVERSION FACTORS: 1 MG/L= 278 PPM1 PPM= 3.60 MG/CU MRelative density (water = 1): 0.90.894-0.8980.902 g/mL at 25 °C(lit.)
Viscosity	0.423 mPa.s at 25 °C
Color/Form	Clear, volatileColorless liquid
Löslichkeit	50 to 100 mg/mL at 70 °F (NTP, 1992)In water, 8.0X10+4 mg/L at 25 °CVery soluble in water (64 g/L at 25 °C)Miscible with ethanol, ethyl ethervery soluble in acetone, benzeneMiscible with chloroformFor more Solubility (Complete) data for ETHYL ACETATE (6 total), please visit the HSDB record page.Miscible with ethanol, acetone, diethyl ether and benzene.80 g/L (20 ºC)
Flammpunkt	24 °F (NTP, 1992)7.2 °C-4 °C c.c.26 °F
Siedepunkt	171 °F at 760 mmHg (NTP, 1992)77.1 °CAzeotropic mixture with water (6.1% wt/wt), bp: 70.4 °Cazeotropic mixture with water (7.8% wt/wt) and alcohol (9.0% wt/wt), bp: 70.3 °CSlowly decomposed by moisture, then acquires acid reactionabsorbs water (up to 3.3% wt/wt)76.50 to 77.50 °C. @ 760.00 mm Hg77 °C76.5-77.5 °C(lit.)
Decomposition	When heated to decomposition it emits acrid smoke and irritating fumes.On storage, it is slowly decomposed by water.
Schmelzpunkt	-118.5 °F (NTP, 1992)-83.8 °C-83.6 °C-84 °C117 °F−84 °C(lit.)
Dampfdichte	3.04 (NTP, 1992) - Heavier than airwill sink (Relative to Air)3.04 (Air = 1)Relative vapor density (air = 1): 3.03 (20 °C, vs air)
Dampfdruck	73 mm Hg ( 20 °C)
Brechungsindex	n20/D 1.3720(lit.)
FEMA	2414 \| ETHYL ACETATE
Lagerbedingungen	Store at +2°C to +25°C.
pKa (Säurekonstante)	16-18(at 25℃)
Aggregatzustand	Liquid
Farbe	APHA: ≤10
Wichte	0.902 (20/20℃)
Geruch	Pleasant fruity odor detectable at 7 to 50 ppm (mean = 18 ppm)
Explosionsgrenze	2.2-11.5%, 38°F
Geruchsschwelle	0.87ppm
Geruchsart	ethereal
Biologische Quelle	synthetic
Spezifische Wärmekapazität	Cp(liquid): 1.94 J/(g·K), at 25℃
JECFA Number	27
Merck	14,3757
BRN	506104
Henry-Konstante	0.39 at 5.00 °C, 0.58 at 10.00 °C, 0.85 at 15.00 °C, 1.17 at 20.00 °C, 1.58 at 25.00 °C (column stripping-UV, Kutsuna et al., 2005)
Dielektrizitätskonstante	23.0(Ambient)
Stabilität	Stable. Incompatible with various plastics, strong oxidizing agents. Highly flammable. Vapour/air mixtures explosive. May be moisture sensitive.
Kosmetik-Inhaltsstoffe Funktionen	SOLVENTPERFUMING
InChI	1S/C4H8O2/c1-3-6-4(2)5/h3H2,1-2H3
InChIKey	XEKOWRVHYACXOJ-UHFFFAOYSA-N
SMILES	CCOC(C)=O
LogP (Verteilungskoeffizient)	0.68-0.73 at 20-25℃
Oberflächenspannung	23.93mN/m at 293.15K
CAS Datenbank	141-78-6(CAS DataBase Reference)
NIST chemische Informationen	Ethyl acetate(141-78-6)
EPA chemische Informationen	Ethyl acetate (141-78-6)

Sicherheit & Vorschriften

GHS-Einstufung	DangerH225: Highly Flammable liquid and vapor [Danger Flammable liquids]H319: Causes serious eye irritation [Warning Serious eye damage/eye irritation]H336: May cause drowsiness or dizziness [Warning Specific target organ toxicity, single exposureNarcotic effects]P210, P233, P240, P241, P242, P243, P261, P264+P265, P271, P280, P303+P361+P353, P304+P340, P305+P351+P338, P319, P337+P317, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)This chemical does not meet GHS hazard criteria for < 0.1% (3 of 5233) of reports.
Regulatorische Informationen	Chemical: Acetic acid, ethyl esterRegulation (EC) No 1831/2003 (amended)Acetic acid ethyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Acetic acid ethyl ester are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 23-11-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/15437Status: Cease Manufacture Update: 06-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/24411Status: No longer Valid Update: 11-01-2016 https://echa.europa.eu/registration-dossier/-/registered-dossier/6312Acetic acid ethyl ester: HSNO Approval: HSR001041 Approved with controlsThe New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)
Weitere Sicherheitsinformationen	IMAP assessments - Acetate esters (C2-C4): Human health tier II assessmentIMAP assessments - Acetic acid, ethyl ester: Environment tier I assessment
DOT-Kennzeichnung	Flammable Liquid
Brandgefahren	Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along the ground and collect in low or confined areas (sewers, basements, tanks, etc.). Vapor explosion hazard indoors, outdoors or in sewers. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids will float on water. (ERG, 2024)

Anwendungen & Verwendung

Beschreibung

Ethyl acetate (systematically, ethyl ethanoate, commonly abbreviated EtOAc or EA) is the organic compound with the formula CH3COOCH2CH3. 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. In 2004, an estimated 1.3M tons were produced worldwide.

Occurrence

Although it has been reported present in some natural fruital aromas and in some distillates (rum, rum ether), it has not been reported yet as a constituent of essential oils; it has been identified also in the petals of Magnolia fuscata. Reported found in many foods including fresh and cooked apple, apricot, banana (169 ppm), sweet and sour cherry, citrus peel oils and juices, blueberry, cranberry, black currants, raspberry, blackberry, guava, passion fruit, melon, peaches, papaya, pineapple, cabbage, onion, leek, potato, tomato (3 to 6 ppm), clove, ginger, vinegar, breads, cheeses (0.2 to 0.8 ppm), butter (2 ppm), yogurt, milk, meats, cognac, beer (4 to 64 ppm), whiskies, cider, sherry, grape wines, rum, cocoa, coffee, tea, filberts, peanuts, popcorn, oats, honey, soybeans, coconut, olive oil (0.02 ppm) and olive.

Verwenden

Ethyl acetate is used as a solvent for varnishes, lacquers, and nitrocellulose; as anartificial fruit flavor; in cleaning textiles;and in the manufacture of artificial silk andleather, perfumes, and photographic filmsand plates (Merck 1996). Ethyl Acetate is generally used as a solvent in organic reactions. Environmental contaminants; Food contaminants.

Herstellung & Synthese

synthetische

Ethyl acetate is made by esterification of acetic acid with ethanol, from acetaldehyde, or by the direct addition of ethylene to acetic acid. BP started a 220,000 tonne/year plant in 2001 to operate the last of these processes, known as AVADA. Ethylene and acetic acid react in the presence of a heteropolyacid catalyst to give ethyl acetate at a claimed high selectivity and 99.97% purity. This is the world’s largest ethyl acetate plant and is motivated by its increasing use as a more “acceptable” solvent than hydrocarbons. In some countries, where ethanol is expensive or there is surplus acetaldehyde capacity, ethyl acetate is made by a Tishchenko reaction. Sasol in South Africa was said to be investigating such a process in the early 2000s. Ethanol is a solvent for surface coatings, cleaning preparations, and cosmetics. Industrial ethanol is aerobically fermented to white vinegar (dilute acetic acid) of the type used for pickling. Gourmet vinegars—wine vinegar, cider vinegar, and so on, made by fermentation of alcoholic beverages—are also available. Ten percent of industrial ethanol production was used for vinegar in the United States in 2001.