Phenethyl alcohol[1] | |
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2-Phenylethanol |
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Other names
Phenethyl alcohol |
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Identifiers | |
CAS number | 60-12-8 |
PubChem | 6054 |
ChemSpider | 5830 |
UNII | ML9LGA7468 |
DrugBank | DB02192 |
ChEBI | CHEBI:49000 |
ChEMBL | CHEMBL448500 |
Jmol-3D images | Image 1 |
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Properties | |
Molecular formula | C8H10O |
Molar mass | 122.16 g/mol |
Density | 1.017 g/cm3 |
Melting point |
-27 °C, 246 K, -17 °F |
Boiling point |
219–221 °C |
Hazards | |
MSDS | JT Baker MSDS |
NFPA 704 |
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(verify) (what is: / ?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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Infobox references |
Phenethyl alcohol, or 2-phenylethanol, is the organic compound with the formula C6H5CH2CH2OH. This colourless liquid occurs widely in nature, being found in a variety of essential oils, including rose, carnation, hyacinth, Aleppo pine, orange blossom, ylang-ylang, geranium, neroli, and champaca. It is slightly soluble in water (2 mL/100 mL H2O), but miscible with ethanol and ether.
Phenethyl alcohol is an alcohol with a pleasant floral odor. It is therefore a common ingredient in flavors and perfumery, particularly when the smell of rose is desired. It is used as an additive in cigarettes. It is also used as a preservative in soaps due to its stability in basic conditions. In biology it is of interest due to its antimicrobial properties.
Phenethyl alcohol can be prepared by a variety of procedures, such as by a Grignard reaction between phenylmagnesium bromide and ethylene oxide:
However, the Friedel-Crafts reaction between benzene and ethylene oxide may also be employed:
Phenethyl alcohol can also be prepared also by biotransformation from L-phenylalanine using immobilized yeast Saccharomyces cerevisiae.