Benzylacetone

Benzylacetone
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 Edit this at Wikidata
UNII
  • InChI=1S/C10H12O/c1-9(11)7-8-10-5-3-2-4-6-10/h2-6H,7-8H2,1H3 checkY
    Key: AKGGYBADQZYZPD-UHFFFAOYSA-N checkY
  • InChI=1/C10H12O/c1-9(11)7-8-10-5-3-2-4-6-10/h2-6H,7-8H2,1H3
    Key: AKGGYBADQZYZPD-UHFFFAOYAH
  • O=C(CCc1ccccc1)C
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).
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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]

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

References

  1. ^ 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.
  2. ^ 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.
  3. ^ 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.
  4. ^ "University of Florida Featured Creatures". Retrieved 2008-11-18.
  5. ^ "Answers.com webpage". Answers.com. Retrieved 2008-11-18.
  6. ^ "The Goods Company webpage". Retrieved 2008-11-18.