Showing Compound Ethyl acetate (FDB003240)

Record Information

Version

1.0

Creation date

2010-04-08 22:05:43 UTC

Update date

2020-09-17 15:35:58 UTC

Primary ID

FDB003240

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Ethyl acetate

Description

Acetic acid-ethyl ester or ethyl acetate, also known as 1-acetoxyethane or acetic ester, belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). Ethyl acetate is a clear, colorless liquid. It is an ester of acetic acid and ethanol. It is found in essentially all organisms, from bacteria to yeast, to plants to humans. Ethyl acetate has an ethereal, sweet or fruity odor with a sweet, grape or cherry taste. Ethyl acetate is present in confectionery (it is used in artificial fruit essences), perfumes, and fruits. In perfumes, it evaporates quickly, leaving only the scent of the perfume on the skin. Ethyl acetate is found in many fruits such as pineapples, and sweet oranges and in a lower concentration in safflowers. It has also been detected, but not quantified in, several different foods, such as oxheart cabbages, agaves, chervils, peaches (var.), cereal crops, radishes, fruit juices, beer, wine, spirits etc. Ethyl acetate is the most common ester in wine, being the product of acetic acid and ethanol generated during fermentation. The aroma of ethyl acetate is most intense in younger wines and contributes towards the general perception of 'fruitiness' in wine. Industrially, it is used as a solvent in glues, nail polish removers, and in the decaffeination process of tea and coffee. It is widely used as an organic solvent because of its low cost, low toxicity, and agreeable odor. It is also used in paints as an activator or hardener and for colour and inks used to mark fruit or vegetables. In the field of entomology, ethyl acetate is an effective asphyxiant for use in insect collecting and study. Because it is not hygroscopic, ethyl acetate also keeps the insect soft enough to allow proper mounting suitable for a collection. In a killing jar charged with ethyl acetate, the vapors will kill the collected (usually adult) insect quickly without destroying it. Ethyl acetate has very low toxicity, however overexposure to ethyl acetate may cause irritation of the eyes, nose, and throat.

CAS Number

141-78-6

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
1-Acetoxyethane	ChEBI
Acetic acid ethyl ester	ChEBI
Acetic acid, ethyl ester	ChEBI
Acetic ester	ChEBI
Acetoxyethane	ChEBI
Acetyl ester	ChEBI
AcOEt	ChEBI
CH3-CO-O-CH3	ChEBI
Essigester	ChEBI
Essigsaeureethylester	ChEBI
Ethyl acetic ester	ChEBI
Ethyl ethanoate	ChEBI
Ethylacetat	ChEBI
Ethylazetat	ChEBI
EtOAc	ChEBI
Vinegar naphtha	ChEBI
Acetate ethyl ester	Generator
Acetate, ethyl ester	Generator
Ethyl ethanoic acid	Generator
Ethyl acetic acid	Generator
Acetic ether	HMDB
Acetic-acid-ethylester	HMDB
Acetidin	HMDB
Dibutylamine	HMDB
Ethyl ester OF acetic acid	HMDB
1-acetoxyethane	biospider
Ethyl ester of acetic acid	biospider

Predicted Properties

Property	Value	Source
Water Solubility	123 g/L	ALOGPS
logP	0.74	ALOGPS
logP	0.28	ChemAxon
logS	0.14	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	22.16 m³·mol⁻¹	ChemAxon
Polarizability	9.28 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C4H8O2

IUPAC name

ethyl acetate

InChI Identifier

InChI=1S/C4H8O2/c1-3-6-4(2)5/h3H2,1-2H3

InChI Key

XEKOWRVHYACXOJ-UHFFFAOYSA-N

Isomeric SMILES

CCOC(C)=O

Average Molecular Weight

88.1051

Monoisotopic Molecular Weight

88.0524295

Classification

Description

Belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

Carboxylic acid esters

Alternative Parents

Substituents

Carboxylic acid ester
Monocarboxylic acid or derivatives
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

acetate ester (CHEBI:27750 )
a small molecule (ETHYLACETATE )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Synthetic:

Personal care product

Environmental:

Tobacco smoke

Biological:

Animal

Plant:

Biological location:

Biofluid and excreta:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Environmental role:

Air pollutant

Industrial application:

Pharmaceutical industry:

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Liquid
Physical Description	Not Available
Mass Composition	C 54.53%; H 9.15%; O 36.32%	DFC
Melting Point	-83.6 oC
Boiling Point	Not Available
Experimental Water Solubility	80 mg/mL at 25 oC	BANERJEE,S (1984)
Experimental logP	0.73	HANSCH,C ET AL. (1995)
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-0006-9000000000-000dcb6fa74327b50a3b	2014-09-20	View Spectrum
GC-MS	Ethyl acetate, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-f48a6e770df57144ce33	Spectrum
GC-MS	Ethyl acetate, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-4fbfd506d2d6d053e57f	Spectrum
GC-MS	Ethyl acetate, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-4950ee9233400dc5bfe6	Spectrum
GC-MS	Ethyl acetate, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-6209b0c76b2469152461	Spectrum
GC-MS	Ethyl acetate, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-f48a6e770df57144ce33	Spectrum
GC-MS	Ethyl acetate, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-4fbfd506d2d6d053e57f	Spectrum
GC-MS	Ethyl acetate, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-4950ee9233400dc5bfe6	Spectrum
GC-MS	Ethyl acetate, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-6209b0c76b2469152461	Spectrum
Predicted GC-MS	Ethyl acetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-004i-9000000000-02a908aacbb859e863a6	Spectrum
Predicted GC-MS	Ethyl acetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-9000000000-f63aacf19cf8128e45b7	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-9000000000-2f521fd52e7d4d4ca892	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0204-9000000000-ac5b9c25d1bbbc164b29	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-9000000000-0e2695334ff196319a22	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-9000000000-e76a0fdf754f6a64b87d	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9000000000-3ac243b7106e4fd2963c	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-9000000000-d24572f8800bb077f98a	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9000000000-87bbaed151efac084591	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-87bbaed151efac084591	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-9000000000-c01bbbf5bed889264ddb	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-9000000000-c01bbbf5bed889264ddb	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9000000000-e67f2acdbf749024e916	2021-09-22	View Spectrum

NMR

Type	Description		View
1D NMR	¹H NMR Spectrum (1D, 90 MHz, CDCl₃, experimental)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 15.09 MHz, CDCl₃, experimental)		Spectrum

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

27750

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB31217

CRC / DFC (Dictionary of Food Compounds) ID

CTW40-O:CTW40-O

EAFUS ID

1132

Dr. Duke ID

ACETIC-ACID-ETHYL-ESTER|ETHYL-ACETATE

BIGG ID

Not Available

KNApSAcK ID

C00001308

HET ID

EEE

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

GoodScent ID

SuperScent ID

Wikipedia ID

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Descriptor	ID	Definition	Reference
Anti-spasmodic	52217	An agent that relaxes smooth muscle, reducing muscle spasms and cramps. It plays a biological role in regulating muscle tone and is therapeutically applied to treat conditions such as irritable bowel syndrome, menstrual cramps, and muscle spasms, providing relief from abdominal pain and discomfort.	DUKE
Carminative		An agent that prevents or relieves gas in the gastrointestinal tract, facilitating its expulsion and combating flatulence, commonly used to soothe digestive issues and alleviate symptoms of bloating and discomfort.	DUKE
Central nervous system depressant	35470	An agent that slows brain activity, reducing anxiety, stress, and excitability. Therapeutically, it's used to manage insomnia, seizures, and anxiety disorders, promoting relaxation and sedation. Key medical uses include treating insomnia, epilepsy, and panic disorders, as well as inducing anesthesia.	DUKE
Name	48318	flavor	DUKE
Respirotoxic	52209	An agent that damages or impairs lung function, disrupting normal respiratory processes. Its biological role involves inhibiting cellular respiration, and it has limited therapeutic applications due to its toxic nature. Key medical uses are restricted, but it may be studied in relation to respiratory diseases or used in specific research contexts to understand lung damage mechanisms.	DUKE
Stimulant		An agent that enhances alertness, wakefulness, and physical activity by increasing brain activity. Therapeutically, it is used to treat attention deficit hyperactivity disorder (ADHD), narcolepsy, and certain cases of depression, improving focus, attention, and overall mental performance.	DUKE

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
pineapple	Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
anise	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
balsam	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
ethereal	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fruity	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
sweet	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
weedy	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
green	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.