Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:07:56 UTC |
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Update date | 2020-09-17 15:30:29 UTC |
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Primary ID | FDB008125 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | Methyl acetate |
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Description | Acetic acid-methyl ester or methyl acetate, also known as devoton, methyl ethanoate or tereton, belongs to the class of organic compounds known as methyl esters. These are organic compounds containing a carboxyl group that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=H or organyl group and R'=methyl group. It is a clear, flammable liquid with a characteristic, not unpleasant smell like certain glues or nail polish removers. Specifically methyl acetate has a sweet, fruity, cognac or rum-like aroma and a green, fruity taste. Methyl acetate is a flavouring agent and can be found naturally in many fruits, some of which include apple, grape, banana, orange mint, and ginger. It is also used as a perfuming agent in the cosmetic industry. Methyl acetate has characteristics very similar to its analog ethyl acetate. As a result, methyl acetate is used as a solvent in glues, paints, and nail polish removers, in chemical reactions, and for extractions. As an extraction solvent, methyl acetate is a non-polar (lipophilic) to weakly polar (hydrophilic) aprotic solvent. Methyl acetate has a solubility of 25% in water at room temperature. At elevated temperatures its solubility in water is much higher. Methyl acetate is not stable in the presence of strong aqueous bases or acids. Methyl acetate is an ester that can be synthesized from acetic acid and methanol in the presence of strong acids such as sulfuric acid in an esterification reaction. In the presence of strong bases such as sodium hydroxide or strong acids such as hydrochloric acid or sulfuric acid it is hydrolyzed back into methanol and acetic acid, especially at elevated temperature. |
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CAS Number | 79-20-9 |
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Structure | |
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Synonyms | Synonym | Source |
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Acetate de methyle | ChEBI | Acetic acid methyl ester | ChEBI | AcOMe | ChEBI | CH3CO2CH3 | ChEBI | CH3COOCH3 | ChEBI | Devoton | ChEBI | MeOAc | ChEBI | Methyl ethanoate | ChEBI | Methylacetat | ChEBI | Tereton | ChEBI | Acetic acid de methyle | Generator | Acetate methyl ester | Generator | Methyl ethanoic acid | Generator | Methyl acetic acid | Generator | Acetic acid, methyl ester | HMDB | Acetic acid,methyl ester | HMDB | Ethyl ester OF monoacetic acid | HMDB | FEMA 2676 | HMDB | HSDB 95 | HMDB | METHYL acetATE, 97% | HMDB | Methyl acetic ester | HMDB | Methyl ester OF acetic acid | HMDB | Methyl-acetate | HMDB | Methylacetaat | HMDB | Methyle (acetate de) | HMDB | Methylester kiseliny octove | HMDB | Metile | HMDB | Metile (acetato di) | HMDB | Octan metylu | HMDB | Ethyl ester of monoacetic acid | biospider | Methyl acetate [UN1231] [Flammable liquid] | biospider | METHYL ACETATE, 97% | biospider | Methyl ester of acetic acid | biospider | Methylacetat (german) | biospider |
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Predicted Properties | |
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Chemical Formula | C3H6O2 |
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IUPAC name | methyl acetate |
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InChI Identifier | InChI=1S/C3H6O2/c1-3(4)5-2/h1-2H3 |
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InChI Key | KXKVLQRXCPHEJC-UHFFFAOYSA-N |
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Isomeric SMILES | COC(C)=O |
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Average Molecular Weight | 74.0785 |
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Monoisotopic Molecular Weight | 74.036779436 |
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Classification |
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Description | Belongs to the class of organic compounds known as methyl esters. These are organic compounds containing a carboxyl group that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=H or organyl group and R'=methyl group. |
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Kingdom | Organic compounds |
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Super Class | Organic acids and derivatives |
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Class | Carboxylic acids and derivatives |
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Sub Class | Carboxylic acid derivatives |
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Direct Parent | Methyl esters |
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Alternative Parents | |
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Substituents | - Methyl ester
- Monocarboxylic acid or derivatives
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Aliphatic acyclic compound
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Molecular Framework | Aliphatic acyclic compounds |
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External Descriptors | |
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Ontology |
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Disposition | Route of exposure: Source: Biological location: |
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Role | Industrial application: |
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Physico-Chemical Properties - Experimental |
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Physico-Chemical Properties - Experimental | Property | Value | Reference |
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Physical state | Not Available | |
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Physical Description | Not Available | |
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Mass Composition | C 48.64%; H 8.16%; O 43.20% | DFC |
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Melting Point | Mp -98.7° | DFC |
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Boiling Point | Bp 56.3° | DFC |
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Experimental Water Solubility | 243 mg/mL at 20 oC | STEPHEN,H & STEPHEN,T (1963) |
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Experimental logP | 0.18 | HANSCH,C ET AL. (1995) |
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Experimental pKa | Not Available | |
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Isoelectric point | Not Available | |
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Charge | Not Available | |
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Optical Rotation | Not Available | |
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Spectroscopic UV Data | Not Available | |
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Density | d204 0.93 | DFC |
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Refractive Index | n20D 1.3614 | DFC |
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Spectra |
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Spectra | |
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EI-MS/GC-MS | Type | Description | Splash Key | View |
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EI-MS | Mass Spectrum (Electron Ionization) | splash10-0006-9000000000-b1ba1d5d07d16b762fc5 | 2015-03-01 | View Spectrum | GC-MS | Methyl acetate, non-derivatized, GC-MS Spectrum | splash10-0006-9000000000-4756b467f06f20361e44 | Spectrum | GC-MS | Methyl acetate, non-derivatized, GC-MS Spectrum | splash10-0006-9000000000-5159f548daf4863c7b5f | Spectrum | GC-MS | Methyl acetate, non-derivatized, GC-MS Spectrum | splash10-0006-9000000000-8e16bef1c0d338a20817 | Spectrum | GC-MS | Methyl acetate, non-derivatized, GC-MS Spectrum | splash10-0006-9000000000-4756b467f06f20361e44 | Spectrum | GC-MS | Methyl acetate, non-derivatized, GC-MS Spectrum | splash10-0006-9000000000-5159f548daf4863c7b5f | Spectrum | GC-MS | Methyl acetate, non-derivatized, GC-MS Spectrum | splash10-0006-9000000000-8e16bef1c0d338a20817 | Spectrum | Predicted GC-MS | Methyl acetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-006x-9000000000-2e654baf975da65a4e69 | Spectrum | Predicted GC-MS | Methyl acetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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MS/MS | LC-MS/MS Spectrum - LC-ESI-QFT , negative | splash10-00di-9000000000-b1f6888fe1c824f0554a | 2020-07-21 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-004i-9000000000-b2ff0c2f4a7b9a3ec380 | 2016-06-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-004i-9000000000-b923d9ac4ee5f8a0dc11 | 2016-06-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0006-9000000000-5281419eb66f1a975c16 | 2016-06-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-00di-9000000000-6fa6e544dfea79b0c770 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-00di-9000000000-bfa93bd1d3be43492276 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0006-9000000000-edf31adaab90917da781 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-00di-9000000000-a18665b48b96b6efae4c | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-00dl-9000000000-c017bec70f7f1f943e1c | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0006-9000000000-38f5194f74dd1669b1f7 | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0006-9000000000-6ec74bc1ba5c32a6e9ad | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0006-9000000000-0825639de956c4933754 | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0006-9000000000-87bbaed151efac084591 | 2021-09-24 | View Spectrum |
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NMR | Type | Description | | View |
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1D NMR | 1H NMR Spectrum (1D, 300 MHz, CDCl3, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum |
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External Links |
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ChemSpider ID | 6335 |
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ChEMBL ID | CHEMBL14079 |
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KEGG Compound ID | C17530 |
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Pubchem Compound ID | 6584 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | Not Available |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | Not Available |
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HMDB ID | HMDB31523 |
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CRC / DFC (Dictionary of Food Compounds) ID | DCK28-E:DCK28-E |
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EAFUS ID | 2227 |
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Dr. Duke ID | METHYL-ACETATE |
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BIGG ID | Not Available |
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KNApSAcK ID | Not Available |
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HET ID | Not Available |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | Not Available |
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GoodScent ID | rw1032001 |
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SuperScent ID | Not Available |
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Wikipedia ID | Methyl_acetate |
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Phenol-Explorer Metabolite ID | Not Available |
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Duplicate IDS | Not Available |
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Old DFC IDS | Not Available |
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Associated Foods |
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Food | Content Range | Average | Reference |
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Food | | | Reference |
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Biological Effects and Interactions |
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Health Effects / Bioactivities | Descriptor | ID | Definition | Reference |
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flavor | 48318 | A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. | DUKE | perfumery | 48318 | A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. | DUKE | trypsin enhancer | | | DUKE |
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Enzymes | Not Available |
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Pathways | Not Available |
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Metabolism | Not Available |
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Biosynthesis | Not Available |
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Organoleptic Properties |
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Flavours | Flavor | Citations |
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ether |
- 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.
| fruity |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| bitter |
- Ayana Wiener, Marina Shudler, Anat Levit, Masha Y. Niv. BitterDB: a database of bitter compounds. Nucleic Acids Res 2012, 40(Database issue):D413-419. DOI:10.1093/nar/gkr755
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Files |
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MSDS | show |
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References |
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Synthesis Reference | Not Available |
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General Reference | Not Available |
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Content Reference | — Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
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