Benzylacetone

Last updated
Benzylacetone
Benzylacetone.png
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 OOjs UI icon edit-ltr-progressive.svg
PubChem CID
UNII
  • InChI=1S/C10H12O/c1-9(11)7-8-10-5-3-2-4-6-10/h2-6H,7-8H2,1H3 Yes check.svgY
    Key: AKGGYBADQZYZPD-UHFFFAOYSA-N Yes check.svgY
  • 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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Infobox references

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]

Contents

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

Related Research Articles

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Petals are modified leaves that surround the reproductive parts of flowers. They are often brightly colored or unusually shaped to attract pollinators. Together, all of the petals of a flower are called the corolla. Petals are usually accompanied by another set of modified leaves called sepals, that collectively form the calyx and lie just beneath the corolla. The calyx and the corolla together make up the perianth. When the petals and sepals of a flower are difficult to distinguish, they are collectively called tepals. Examples of plants in which the term tepal is appropriate include genera such as Aloe and Tulipa. Conversely, genera such as Rosa and Phaseolus have well-distinguished sepals and petals. When the undifferentiated tepals resemble petals, they are referred to as "petaloid", as in petaloid monocots, orders of monocots with brightly colored tepals. Since they include Liliales, an alternative name is lilioid monocots.

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Zoophily

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<i>Nicotiana attenuata</i> Species of flowering plant

Nicotiana attenuata is a species of wild tobacco known by the common name coyote tobacco. It is native to western North America from British Columbia to Texas and northern Mexico, where it grows in many types of habitat. It is a glandular and sparsely hairy annual herb exceeding a meter in maximum height. The leaf blades may be 10 centimetres (4 in) long, the lower ones oval and the upper narrower in shape, and are borne on petioles. The inflorescence bears several flowers with pinkish or greenish white tubular throats 2 to 3 centimetres long, their bases enclosed in pointed sepals. The flower face has five mostly white lobes. The fruit is a capsule about 1 centimetre long.

Ian T. Baldwin

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Pollination trap

Pollination traps or trap-flowers are plant flower structures that aid the trapping of insects, mainly flies, so as to enhance their effectiveness in pollination. The structures of pollination traps can include deep tubular corollas with downward pointing hairs, slippery surfaces, adhesive liquid, attractants, flower closing and other mechanisms.

Floral scent

Floral scent or flower scent is composed of all the volatile organic compounds (VOCs), or aroma compounds, emitted by floral tissue. Floral scent is also referred to as aroma, fragrance, floral odour or perfume. Flower scent of most flowering plant species encompass a diversity of VOCs, sometimes up to several hundred different compounds. The primary functions of floral scent are to deter herbivorous and especially florivorous insects, and to attract pollinators. Floral scent is one of the most important communication channels mediating plant-pollinator interactions, along with visual cues.

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A nectar spur is a hollow extension of a part of a flower. The spur may arise from various parts of the flower: the sepals, petals, or hypanthium, and often contain tissues that secrete nectar (nectaries). Nectar spurs are present in many clades across the angiosperms, and are often cited as an example of convergent evolution.

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. Archived from the original on 2013-01-05.
  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.
  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" . Retrieved 2008-11-18.
  6. "The Goods Company webpage" . Retrieved 2008-11-18.