Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:05:46 UTC |
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Update date | 2020-09-17 15:30:03 UTC |
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Primary ID | FDB003367 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | Benzyl acetate |
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Description | Benzyl acetate, also known as benzyl ethanoate, is an organic ester formed from the condensation of benzyl alcohol and acetic acid. Benzyl acetate is a neutral compound with a sweet jasmine-like aroma and a sweet, apple, and apricot taste. Benzyl acetate is found in highest concentration in sweet basils and is detected in figs, fruits, pomes, tea, and alcoholic beverages making benzyl acetate a potential biomarker for the consumption of these foods. Benzyl acetate is used as a flavoring agent to impart jasmine or apple flavors to various cosmetics and personal care products like lotions, hair creams (https://doi.org/10.1016/B978-0-443-06241-4.00013-8). |
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CAS Number | 140-11-4 |
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Structure | |
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Synonyms | Synonym | Source |
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Acetic acid, benzyl ester | ChEBI | Acetic acid, phenylmethyl ester | ChEBI | Benzyl ethanoate | ChEBI | Phenylmethyl ethanoate | ChEBI | Acetate, benzyl ester | Generator | Acetate, phenylmethyl ester | Generator | Benzyl ethanoic acid | Generator | Phenylmethyl ethanoic acid | Generator | Benzyl acetic acid | Generator | (Acetoxymethyl)benzene | HMDB | acetato De bencilo | HMDB | Acetic acid benzyl ester | HMDB, MeSH | Acetic acid phenylmethyl ester | HMDB | alpha-Acetoxytoluene | HMDB | Benzyl acetate + glycine combination | HMDB | Benzyl ester OF acetic acid | HMDB | Benzylester kyseliny octove | HMDB | FEMA 2135 | HMDB | Nchem.167-comp5 | HMDB | Phenylmethyl acetate | HMDB | Plastolin I | HMDB | (14C)Benzyl acetate | MeSH, HMDB | Benzyl (1-14C)acetate | MeSH, HMDB | Benzyl (2-14C)acetate | MeSH, HMDB | (acetoxymethyl)benzene | biospider | α-acetoxytoluene | biospider | Acetato de bencilo | biospider | Alpha-acetoxytoluene | biospider | Benzyl ester of acetic acid | biospider | nchem.167-comp5 | biospider |
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Predicted Properties | |
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Chemical Formula | C9H10O2 |
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IUPAC name | benzyl acetate |
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InChI Identifier | InChI=1S/C9H10O2/c1-8(10)11-7-9-5-3-2-4-6-9/h2-6H,7H2,1H3 |
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InChI Key | QUKGYYKBILRGFE-UHFFFAOYSA-N |
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Isomeric SMILES | CC(=O)OCC1=CC=CC=C1 |
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Average Molecular Weight | 150.1745 |
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Monoisotopic Molecular Weight | 150.068079564 |
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Classification |
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Description | Belongs to the class of organic compounds known as benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group. |
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Kingdom | Organic compounds |
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Super Class | Benzenoids |
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Class | Benzene and substituted derivatives |
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Sub Class | Benzyloxycarbonyls |
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Direct Parent | Benzyloxycarbonyls |
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Alternative Parents | |
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Substituents | - Benzyloxycarbonyl
- Carboxylic acid ester
- Monocarboxylic acid or derivatives
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Aromatic homomonocyclic compound
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Molecular Framework | Aromatic homomonocyclic compounds |
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External Descriptors | |
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Ontology |
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Physiological effect | Health effect: |
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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 | Liquid | |
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Physical Description | Not Available | |
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Mass Composition | C 71.98%; H 6.71%; O 21.31% | DFC |
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Melting Point | -51.3 oC | |
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Boiling Point | Bp102 134° | DFC |
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Experimental Water Solubility | 3.1 mg/mL at 25 oC | CHEMICALS INSPECTION AND TESTING INSTITU (1992) |
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Experimental logP | 1.96 | 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 | d2525 1.05 | DFC |
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Refractive Index | n25D 1.4994 | 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) | splash10-052f-9400000000-2a4e82268df5cfb3e479 | 2014-09-20 | View Spectrum | GC-MS | Benzyl acetate, non-derivatized, GC-MS Spectrum | splash10-052f-9500000000-cff0c394a1b0b3cc9207 | Spectrum | GC-MS | Benzyl acetate, non-derivatized, GC-MS Spectrum | splash10-052f-9500000000-841f27b9e65e2ce89c1a | Spectrum | GC-MS | Benzyl acetate, non-derivatized, GC-MS Spectrum | splash10-052f-9400000000-623c61f61fdb6da2b8d5 | Spectrum | GC-MS | Benzyl acetate, non-derivatized, GC-MS Spectrum | splash10-0006-9200000000-25dd8e6faa7ec0169f6b | Spectrum | GC-MS | Benzyl acetate, non-derivatized, GC-MS Spectrum | splash10-052f-9500000000-cff0c394a1b0b3cc9207 | Spectrum | GC-MS | Benzyl acetate, non-derivatized, GC-MS Spectrum | splash10-052f-9500000000-841f27b9e65e2ce89c1a | Spectrum | GC-MS | Benzyl acetate, non-derivatized, GC-MS Spectrum | splash10-052f-9400000000-623c61f61fdb6da2b8d5 | Spectrum | GC-MS | Benzyl acetate, non-derivatized, GC-MS Spectrum | splash10-0006-9200000000-25dd8e6faa7ec0169f6b | Spectrum | Predicted GC-MS | Benzyl acetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0006-9000000000-17b9d18d5fb4783325ba | Spectrum | Predicted GC-MS | Benzyl 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 , positive | splash10-000i-9700000000-abe92e96f1d84e65be70 | 2020-07-21 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF 35V, positive | splash10-000i-9000000000-c754ef385d6b93795a90 | 2020-07-21 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QFT , negative | splash10-0a4i-0900000000-75c07172980b788be9a7 | 2020-07-21 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF 35V, negative | splash10-0a4r-4900000000-530ce1ca47f4b6dd88eb | 2020-07-21 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 40V, Negative | splash10-0006-9200000000-40a46bd1fe10e848be93 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 20V, Negative | splash10-0002-3900000000-f95214ead4fcf995cc2f | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Negative | splash10-0002-3900000000-fcba2e2d876651267222 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 35V, Positive | splash10-000i-9000000000-e01217d3d96977aead45 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 35V, Negative | splash10-0a4r-4900000000-a5cc39c53acb1a217941 | 2021-09-20 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0udi-0900000000-035e3c3e1d8e79d12dd5 | 2015-04-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0zfr-1900000000-20dbebba6e1a1e7b6b1b | 2015-04-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0fr6-9200000000-12ccb23d1b98b40680b9 | 2015-04-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0002-2900000000-498c774b4001661ce18f | 2015-04-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0002-3900000000-3edd7ab114803f4c05f7 | 2015-04-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-002f-9200000000-9da2fbbe84ceded6d971 | 2015-04-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0a6r-4900000000-72df46e2c6c70289affb | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-056r-9700000000-fe550ab4d8eed595fcca | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-004i-9000000000-2e2f653a7e5f9110776f | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0006-9000000000-6d5d1d34807981036317 | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0006-9000000000-420694b18a259683f9c8 | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-00kf-9000000000-61af7471e21d1a9ee868 | 2021-09-23 | View Spectrum |
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NMR | Type | Description | | View |
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1D NMR | 1H NMR Spectrum (1D, 90 MHz, CDCl3, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental) | | Spectrum |
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External Links |
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ChemSpider ID | 13850405 |
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ChEMBL ID | CHEMBL1233714 |
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KEGG Compound ID | C15513 |
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Pubchem Compound ID | 8785 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | 52051 |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | Not Available |
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HMDB ID | HMDB31310 |
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CRC / DFC (Dictionary of Food Compounds) ID | CWL26-G:CWL26-G |
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EAFUS ID | 310 |
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Dr. Duke ID | BENZYL-ACETATE |
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BIGG ID | Not Available |
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KNApSAcK ID | C00035535 |
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HET ID | J0Z |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | 140-11-4 |
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GoodScent ID | rw1001611 |
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SuperScent ID | 8785 |
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Wikipedia ID | Benzyl_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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acaricide | 22153 | A substance used to destroy pests of the subclass Acari (mites and ticks). | DUKE | cardiotonic | 38070 | A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres. | DUKE | emetic | | | DUKE | flavor | 48318 | A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. | DUKE | hypotensive | | | DUKE | irritant | | | DUKE | laxative | 50503 | An agent that produces a soft formed stool, and relaxes and loosens the bowels, typically used over a protracted period, to relieve constipation. Compare with cathartic, which is a substance that accelerates defecation. A substances can be both a laxative and a cathartic. | DUKE | tumorigenic | 50903 | A role played by a chemical compound which is known to induce a process of carcinogenesis by corrupting normal cellular pathways, leading to the acquistion of tumoral capabilities. | DUKE | varroacide | | | 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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fresh |
- 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
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| boiled vegetable |
- 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
| jasmine |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
| apple |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
| apricot |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
| cherry |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
| plum |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
| sweet |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| floral |
- 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.
| jasmin |
- 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
| boiledvegetable |
- 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
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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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