Benzylacetone (IUPAC name: 4-phenylbutan-2-one) is a liquid with a sweet, flowery smell that is considered to be the most abundant attractant compound in flowers (e.g. Coyote Tobacco, Nicotiana attenuata)[1][2] and one of volatile components of cocoa.[3]
Names | |
---|---|
Preferred IUPAC name
4-Phenylbutan-2-one | |
Other names
4-Phenyl-2-butanone
Methyl 2-phenylethyl ketone | |
Identifiers | |
3D model (JSmol)
|
|
ChemSpider | |
ECHA InfoCard | 100.018.044 |
PubChem CID
|
|
UNII | |
CompTox Dashboard (EPA)
|
|
| |
| |
Properties | |
C10H12O | |
Molar mass | 148.205 g·mol−1 |
Density | 0.989 g/mL |
Melting point | −13 °C (9 °F; 260 K) |
Boiling point | 235 °C (455 °F; 508 K) |
Hazards | |
Flash point | 98 °C (208 °F; 371 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|
It can be used as an attractant for melon flies (Bactrocera cucurbitae),[4][5] in perfume,[6] and as an odorant for soap.
It can be prepared by the hydrogenation of benzylideneacetone.
See also
editReferences
edit- ^ Kessler, D. & Baldwin, I.T. (2007). "Making sense of nectar scents: the effects of nectar secondary metabolites on floral visitors of Nicotiana attenuata". The Plant Journal. 49 (5): 840–854. doi:10.1111/j.1365-313X.2006.02995.x. PMID 17316174.
- ^ Baldwin, I.T.; et al. (1997). "Patterns and Consequences of Benzyl Acetone Floral Emissions from Nicotiana attenuata Plants". J. Chem. Ecol. 23 (100): 2327–2343. doi:10.1023/B:JOEC.0000006677.56380.cd. S2CID 25042144.
- ^ Karl-Georg Fahlbusch, Franz-Josef Hammerschmidt, Johannes Panten, Wilhelm Pickenhagen, Dietmar Schatkowski, Kurt Bauer, Dorothea Garbe & Horst Surburg: Flavors and Fragrances, Ullmann's Encyclopedia of Industrial Chemistry, John Wiley & Sons, New York, 2003. Cited 28.8.2015.
- ^ "University of Florida Featured Creatures". Retrieved 2008-11-18.
- ^ "Answers.com webpage". Answers.com. Retrieved 2008-11-18.
- ^ "The Goods Company webpage". Retrieved 2008-11-18.