WordNet
- the univalent hydrocarbon radical C2H5 derived from ethane by the removal of one hydrogen atom (同)ethyl_group, ethyl radical
- a crystalline compound found in vanilla beans and some balsam resins; used in perfumes and flavorings
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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2015/01/05 23:04:19」(JST)
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| Ethylvanillin |
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Other names
3-ethoxy-4-hydroxybenzaldehyde, bourbonal
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| Identifiers |
| CAS number |
121-32-4 Y |
| PubChem |
8467 |
| ChemSpider |
8154 Y |
| UNII |
YC9ST449YJ Y |
| KEGG |
D01086 Y |
| ChEBI |
CHEBI:48408 Y |
| ChEMBL |
CHEMBL508676 Y |
| Jmol-3D images |
Image 1 |
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InChI=1S/C9H10O3/c1-2-12-9-5-7(6-10)3-4-8(9)11/h3-6,11H,2H2,1H3 Y
Key: CBOQJANXLMLOSS-UHFFFAOYSA-N Y
InChI=1/C9H10O3/c1-2-12-9-5-7(6-10)3-4-8(9)11/h3-6,11H,2H2,1H3
Key: CBOQJANXLMLOSS-UHFFFAOYAD
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| Properties |
| Molecular formula |
C9H10O3 |
| Molar mass |
166.17 g mol−1 |
| Appearance |
colourless powder |
| Density |
1.186 g/mL |
| Melting point |
76 °C (169 °F; 349 K) |
| Boiling point |
295.1 °C (563.2 °F; 568.2 K) |
| Solubility in water |
slightly soluble in water |
| Hazards |
| Main hazards |
Harmful, Irritant |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa) |
| Y (verify) (what is: Y/N?) |
| Infobox references |
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Ethylvanillin is the organic compound with the formula (C2H5O)(HO)C6H3CHO. This colorless solid consists of a benzene ring with hydroxyl, ethoxy, and formyl groups on the 4, 3, and 1 positions, respectively.
Preparation
Ethylvanillin is a synthetic molecule, not found in nature. It is prepared via several steps from catechol, beginning with ethylation to give "guethol" (1). This ether condenses with glyoxylic acid to give the corresponding mandelic acid derivative (2), which via oxidation (3) and decarboxylation gives ethylvanillin (4).[1]
Application
As a flavorant, ethylvanillin is about three times as potent as vanillin and is used in the production of chocolate.[1]
The molecule revolutionized both the design and aesthetics of olfactory art; artist Aimé Guerlain used it in "Jicky" (1889), one of the earliest uses of the synthetic molecules that freed scent artists from the limits of natural materials.[2]
References
- ^ a b Karl-Georg Fahlbusch, Franz-Josef Hammerschmidt, Johannes Panten, Wilhelm Pickenhagen, Dietmar Schatkowski, Kurt Bauer, Dorothea Garbe, Horst Surburg "Flavors and Fragrances" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim: 2002. Published online: 15 January 2003; doi:10.1002/14356007.a11_141.
- ^ "Vanillin:Molecule of the Month". Bristol University.
UpToDate Contents
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English Journal
- Mild deoxygenation of aromatic ketones and aldehydes over Pd/C using polymethylhydrosiloxane as the reducing agent.
- Volkov A1, Gustafson KP, Tai CW, Verho O, Bäckvall JE, Adolfsson H.
- Angewandte Chemie (International ed. in English).Angew Chem Int Ed Engl.2015 Apr 20;54(17):5122-6. doi: 10.1002/anie.201411059. Epub 2015 Feb 26.
- Herein, a practical and mild method for the deoxygenation of a wide range of benzylic aldehydes and ketones is described, which utilizes heterogeneous Pd/C as the catalyst together with the green hydride source, polymethylhydrosiloxane. The developed catalytic protocol is scalable and robust, as exe
- PMID 25728614
- Flavour chemicals in electronic cigarette fluids.
- Tierney PA1, Karpinski CD2, Brown JE1, Luo W2, Pankow JF3.
- Tobacco control.Tob Control.2015 Apr 15. pii: tobaccocontrol-2014-052175. doi: 10.1136/tobaccocontrol-2014-052175. [Epub ahead of print]
- BACKGROUND: Most e-cigarette liquids contain flavour chemicals. Flavour chemicals certified as safe for ingestion by the Flavor Extracts Manufacturers Association may not be safe for use in e-cigarettes. This study identified and measured flavour chemicals in 30 e-cigarette fluids.METHODS: Two brand
- PMID 25877377
- Medicinal plants from the genus Acalypha (Euphorbiaceae)--a review of their ethnopharmacology and phytochemistry.
- Seebaluck R1, Gurib-Fakim A2, Mahomoodally F3.
- Journal of ethnopharmacology.J Ethnopharmacol.2015 Jan 15;159:137-57. doi: 10.1016/j.jep.2014.10.040. Epub 2014 Oct 30.
- ETHNOPHARMACOLOGICAL RELEVANCE: Acalypha is the fourth largest genus of the Euphorbiaceae family with approximately 450-570 species. Several Acalypha species are used as medicinal plants in Africa and in the Mascarene Islands. Almost every part of the plant including the leaves, stem and roots are u
- PMID 25446604
Japanese Journal
- 食品添加物ブドウ果皮抽出物の含有成分のクロマトグラフィーによる評価
- 前頭葉の酸素ヘモグロビン濃度変化に及ぼす匂い刺激の効果:―光トポグラフィー装置を用いての検討―
Related Links
- Ethylvanillin is the organic compound with the formula (C2H5O)(HO)C6H3CHO. This colourless solid consists of a benzene ring with hydroxyl, ethoxy, and formyl groups on the 4, 3, and 1 positions, respectively.
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