1-Phenylethanol is the organic compound with the formula C6H5CH(OH)CH3. It is one of the most commonly available chiral alcohols. It is a colorless liquid with a mild gardenia-hyacinth scent.[4]
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IUPAC name
1-Phenylethanol
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Other names
Styrallyl alcohol
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Identifiers | |
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3D model (JSmol)
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ECHA InfoCard | 100.002.461 |
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PubChem CID
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UNII |
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UN number | 2937 |
CompTox Dashboard (EPA)
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Properties | |
C8H10O | |
Molar mass | 122.167 g·mol−1 |
Appearance | Colourless liquid with a floral[1] or almond-like odor[2] |
Melting point | 20.7 °C (69.3 °F; 293.8 K) |
Boiling point | 204 °C (399 °F; 477 K) |
1.95 g dm−3[3] | |
log P | 1.4 |
Hazards | |
Flash point | 93 °C (199 °F; 366 K)[5] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Phenylethanol is an aromatic alcohol, it has the role of mouse metabolite. It is a natural product and is found in Cichorium endivia, Castanopsis cuspidata and other organisms.[6]
1-Phenylethanol is found in nature as a glycoside, together with its hydrolase β-primeverosidase in tea (Camellia sinensis) flowers.[7] It is also reportedly present in cranberries, grapes, chives, Scottish spearmint oil, cheeses, cognac, rum, white wine, cocoa, black tea, filbert, cloudberries, beans, mushrooms, and endives.[8]
Racemic 1-phenylethanol is produced by the reduction of acetophenone by sodium borohydride. Alternatively, benzaldehyde can be reacted with methylmagnesium chloride or similar organometallic compounds to afford racemic 1-phenylethanol.
Asymmetric hydrogenation of acetophenone by Noyori catalysts proceeds quantitatively (50 atm H2, room temperature, minutes) in >99% e.e.[9]