Benzylacetone

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Benzylacetone
Names
IUPAC name
4-Phenylbutan-2-one
Other names
1-Phenyl-3-butanone
4-Phenyl-2-butanone
Benzyl acetone
Methyl 2-phenylethyl ketone
Properties
C10H12O
Molar mass 148.205 g/mol
Appearance Colorless liquid
Odor Sweet, floral-like
Density 0.989 g/cm3
Melting point −13 °C (9 °F; 260 K)
Boiling point 235 °C (455 °F; 508 K)
0.1625 g/100 ml (25 °C)
Solubility Miscible with most organic solvents
Vapor pressure 0.056 mm Hg at 25 °C
Hazards
Safety data sheet Sigma-Aldrich
Flash point 98 °C (208 °F; 371 K)
Lethal dose or concentration (LD, LC):
3,200 mg/kg (rat, oral)
1,590 mg/kg (mouse, oral)
Related compounds
Related compounds
Acetophenone
Phenylacetone
5-Phenylpentan-2-one
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Benzylacetone is an organic chemical compound, an aromatic methyl ketone. It is liquid with a sweet, flowery smell, considered to be the most abundant attractant compound in most flowers and one of volatile components of cocoa.

Properties

Chemical

Benzylacetone can be reduced to 4-phenyl-2-butanol, reaction which yields both stereoisomers. Aluminium isopropoxide an be used as reducing agent.

Like with all methyl ketone compounds, addition of a basic solution containing iodine will yield iodoform.

Physical

Benzylacetone is a colorless liquid, with older samples having a yellowish tint, presenting a strong floral-like odor. It is immiscible with water, but miscible with most organic solvents. Its taste has been described as "strawberry".[1]

Availability

Can be bought from chemical suppliers.

Preparation

Can be prepared by the hydrogenation of benzylideneacetone.

Alternatively, it can be obtained from the reaction of acetic anhydride and phenylpropanoic acid.

Projects

  • Make 4-phenyl-2-butanol
  • Make perfumes and odorants
  • Attractant for melon flies

Handling

Safety

Benzylacetone doesn't appear to be harmful, but it may be irritant.

Storage

In closer, airtight bottles, away from light and air.

Disposal

Can be neutralized with excess bleach, to further neutralize any chloroform left.

References

  1. http://www.thegoodscentscompany.com/data/rw1024231.html

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