Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:08:14 UTC |
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Update date | 2020-09-17 15:35:53 UTC |
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Primary ID | FDB008745 |
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Secondary Accession Numbers | |
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Chemical Information |
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FooDB Name | Benzyl alcohol |
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Description | "alpha-Toluenol or benzyl alcohol, belongs to the class of organic compounds known as benzyl alcohols. These are organic compounds containing the phenylmethanol substructure. alpha-Toluenol is a colorless liquid with a sharp burning taste and slight odor. It is used as a local anesthetic and to reduce pain associated with lidocaine injections. Also, it is used in the manufacture of other benzyl compounds, as a pharmaceutical aid, and in perfumery and flavoring. alpha-Toluenol is an aromatic alcohol used in a wide variety of cosmetic formulations as a fragrance component, preservative, solvent, and viscosity-decreasing agent. alpha-Toluenol is metabolized to benzoic acid, which reacts with glycine and is excreted as hippuric acid from the human body. Acceptable daily intakes were established by the World Health Organization at 5 mg/kg for alpha-Toluenol. No adverse effects of alpha-toluenol have been seen in chronic exposure animal studies using rats and mice. Benzyl alcohol is not a sensitizer at 10%. It could be used safely at concentrations up to 5%, but manufacturers should consider the nonimmunologic phenomena when using benzyl alcohol in cosmetic formulations designed for infants and children. Additionally, benzyl alcohol is considered safe up to 10% for use in hair dyes. Benzyl alcohol is produced naturally by many plants and is commonly found in fruits and teas. It is found in a variety of essential oils including jasmine, hyacinth and ylang-ylang, both free and as esters and is also present in cherry, orange juice, mandarin peel oil, guava fruit, feijoa fruit, pineapple, leek, cinnamon, cloves, mustard, fermented tea, basil and red sage. Flavouring ingredient benzyl alcohol is a colorless liquid with a mild pleasant aromatic odor. It is a useful solvent due to its polarity, low toxicity, and low vapor pressure. Benzyl alcohol is found in many foods, some of which are towel gourd, cloud ear fungus, angelica, and safflower. " |
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CAS Number | 100-51-6 |
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Structure | |
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Synonyms | Synonym | Source |
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(Hydroxymethyl)benzene | ChEBI | Alcoholum benzylicum | ChEBI | Alcool benzylique | ChEBI | alpha-Hydroxytoluene | ChEBI | alpha-Toluenol | ChEBI | Aromatic alcohol | ChEBI | Benzenecarbinol | ChEBI | Benzenemethanol | ChEBI | Benzylalkohol | ChEBI | Benzylic alcohol | ChEBI | Hydroxymethylbenzene | ChEBI | Phenylcarbinol | ChEBI | Phenylmethanol | ChEBI | Phenylmethyl alcohol | ChEBI | Ulesfia | Kegg | a-Hydroxytoluene | Generator | Α-hydroxytoluene | Generator | a-Toluenol | Generator | Α-toluenol | Generator | Alcohol, benzyl | MeSH | .alpha.-hydroxytoluene | HMDB | .alpha.-toluenol | HMDB | Aromatic primary alcohol | HMDB | Bentalol | HMDB | Benzal alcohol | HMDB | Benzenmethanol | HMDB | Benzoyl alcohol | HMDB | Benzyl alkohol | HMDB | Benzyl-alcohol | HMDB | BenzylAlcohol | HMDB | Benzylicum | HMDB | Caswell no. 081F | HMDB | Enzylalcohol | HMDB | Euxyl K 100 | HMDB | Hydroxytoluene | HMDB | Itch-X | HMDB | MBN | HMDB | Methanol benzene | HMDB | Phenolcarbinol | HMDB | Phenylcarbinolum | HMDB | Sunmorl BK 20 | HMDB | TB 13g | HMDB | Benzyl alcohol | HMDB | Benzylalcohol | HMDB | α-Hydroxytoluene | biospider | α-Toluenol | biospider | Benzene carbinol | biospider | Benzenemethanol, 9CI | db_source | Euxyl k 100 | HMDB | FEMA 2137 | db_source | Itch-x | HMDB | Pentadeoterobenzyl alcohol | biospider | Peruvin? | db_source | Phenyl methanol | biospider | Sunmorl bk 20 | HMDB | α-hydroxytoluene | Generator | α-toluenol | Generator |
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Predicted Properties | |
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Chemical Formula | C7H8O |
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IUPAC name | phenylmethanol |
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InChI Identifier | InChI=1S/C7H8O/c8-6-7-4-2-1-3-5-7/h1-5,8H,6H2 |
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InChI Key | WVDDGKGOMKODPV-UHFFFAOYSA-N |
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Isomeric SMILES | OCC1=CC=CC=C1 |
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Average Molecular Weight | 108.1378 |
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Monoisotopic Molecular Weight | 108.057514878 |
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Classification |
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Description | Belongs to the class of organic compounds known as benzyl alcohols. These are organic compounds containing the phenylmethanol substructure. |
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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 | Benzyl alcohols |
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Direct Parent | Benzyl alcohols |
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Alternative Parents | |
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Substituents | - Benzyl alcohol
- Organic oxygen compound
- Hydrocarbon derivative
- Aromatic alcohol
- Primary alcohol
- Organooxygen compound
- Alcohol
- 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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Process | Naturally occurring process: |
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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 77.75%; H 7.46%; O 14.80% | DFC |
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Melting Point | Fp -15.2° | DFC |
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Boiling Point | Bp10 93° | DFC |
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Experimental Water Solubility | 42.9 mg/mL at 25 oC | YALKOWSKY,SH & DANNENFELSER,RM (1992) |
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Experimental logP | 1.10 | HANSCH,C ET AL. (1995) |
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Experimental pKa | pKa 15.4 (25°) | DFC |
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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 | d1515 1.05 | DFC |
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Refractive Index | n20D 1.5396 | 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) | splash10-056r-9400000000-a8f1fd78fa3f8781f296 | 2015-03-01 | View Spectrum | GC-MS | Benzyl alcohol, 1 TMS, GC-MS Spectrum | splash10-00ko-6900000000-a9d668ecd37a1579a6fe | Spectrum | GC-MS | Benzyl alcohol, non-derivatized, GC-MS Spectrum | splash10-056r-9400000000-77cec715500da9c57a84 | Spectrum | GC-MS | Benzyl alcohol, non-derivatized, GC-MS Spectrum | splash10-056r-9400000000-8dc38068387df3fa06aa | Spectrum | GC-MS | Benzyl alcohol, non-derivatized, GC-MS Spectrum | splash10-056r-9300000000-fb124b56257906cce9f1 | Spectrum | GC-MS | Benzyl alcohol, non-derivatized, GC-MS Spectrum | splash10-056r-9400000000-7a77e67486ae3b2dd855 | Spectrum | GC-MS | Benzyl alcohol, non-derivatized, GC-MS Spectrum | splash10-056r-9400000000-dd0878988e7c2d9a5431 | Spectrum | GC-MS | Benzyl alcohol, non-derivatized, GC-MS Spectrum | splash10-00ko-6900000000-a9d668ecd37a1579a6fe | Spectrum | GC-MS | Benzyl alcohol, non-derivatized, GC-MS Spectrum | splash10-0006-8900000000-c256b0b7a0755f08ac64 | Spectrum | Predicted GC-MS | Benzyl alcohol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-054o-9200000000-a9f7c0f39c81d478c0d4 | Spectrum | Predicted GC-MS | Benzyl alcohol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-00dl-9300000000-e1cfa5e819f61adf9df2 | Spectrum | Predicted GC-MS | Benzyl alcohol, 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 - Quattro_QQQ 10V, N/A (Annotated) | splash10-0a4i-9500000000-2a82c3dd7c6871f61c34 | 2012-07-25 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 25V, N/A (Annotated) | splash10-0006-9000000000-ad1762d5292c30b29bbd | 2012-07-25 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 40V, N/A (Annotated) | splash10-0006-9000000000-3c8d4c630cf42e3bfd3f | 2012-07-25 | View Spectrum | MS/MS | LC-MS/MS Spectrum - EI-B (HITACHI RMU-7M) , Positive | splash10-056r-9400000000-c4dcb2148958f946cd01 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - EI-B (HITACHI RMU-6M) , Positive | splash10-056r-9400000000-e17e577dbe4546313a91 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - EI-B (JEOL JMS-01-SG-2) , Positive | splash10-056r-9300000000-fb124b56257906cce9f1 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - EI-B (HITACHI M-80) , Positive | splash10-056r-9400000000-47b3605316c57e02b84f | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - EI-B (HITACHI M-80B) , Positive | splash10-056r-9400000000-dd0878988e7c2d9a5431 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - , positive | splash10-0a4i-3900000000-4d1bf15f6cf8f65bf0a6 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 35V, Negative | splash10-0a4i-1900000000-866ce230a3fc1ead8353 | 2021-09-20 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0a4i-0900000000-3a71c23796a048eb999c | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0a4i-1900000000-40737e7bdf548d714249 | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0uxr-9100000000-23e82914cfa9372ecafc | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0a4i-1900000000-17f95f5a398b5850abb2 | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0a6r-7900000000-733d283e0916e755a736 | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-004i-9000000000-d0c6e5fc39516ee594b4 | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0006-9000000000-d0618c117a092a2f7241 | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0006-9000000000-b65b57d5b2389beaf5f2 | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-00kf-9000000000-a2b78129c0731eee69f4 | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-004i-9200000000-72dc044d901c3dfcec51 | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-004i-9000000000-fc58e0949de9ca4842ff | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-004i-9000000000-fc58e0949de9ca4842ff | 2021-09-24 | View Spectrum |
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NMR | Type | Description | | View |
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1D NMR | 1H NMR Spectrum (1D, 500 MHz, CD3OD, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, CDCl3, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 15.09 MHz, CDCl3, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, D2O, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, D2O, 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 | 2D NMR | [1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental) | | Spectrum |
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External Links |
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ChemSpider ID | 13860335 |
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ChEMBL ID | CHEMBL720 |
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KEGG Compound ID | C03485 |
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Pubchem Compound ID | 244 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | 17987 |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | DB06770 |
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HMDB ID | HMDB03119 |
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CRC / DFC (Dictionary of Food Compounds) ID | DVN84-K:DVN84-K |
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EAFUS ID | 312 |
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Dr. Duke ID | BENZYL-ALCOHOL |
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BIGG ID | Not Available |
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KNApSAcK ID | C00029811 |
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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 | 100-51-6 |
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GoodScent ID | rw1001651 |
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SuperScent ID | 244 |
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Wikipedia ID | Benzyl_alcohol |
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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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allergenic | 50904 | A chemical compound which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy. | DUKE | anesthetic | | | DUKE | anti odontalgic | | | DUKE | anti pruritic | 50177 | A drug used to treat or prevent skin disorders or for the routine care of skin. | DUKE | anti septic | 33281 | A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. | DUKE | flavor | 48318 | A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. | DUKE | fungicide | 24127 | A substance used to destroy fungal pests. | DUKE | pesticide | 25944 | Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests. | DUKE | sedative | 35717 | A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety. | 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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sweet |
- 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
| flower |
- 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
| berry |
- 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
| grapefruit |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
| walnut |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
| floral |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| rose |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| phenolic |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| balsamic |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
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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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