Solanone is an unsaturated ketone, an organic chemical used as a fragrance.[1]

Solanone
Names
Preferred IUPAC name
(6E)-8-Methyl-5-(propan-2-yl)nona-6,8-dien-2-one
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C13H22O/c1-10(2)6-8-13(11(3)4)9-7-12(5)14/h6,8,11,13H,1,7,9H2,2-5H3/b8-6+/t13-/m0/s1 checkY
    Key: PQDRXUSSKFWCFA-CFNZNRNTSA-N checkY
  • InChI=1/C13H22O/c1-10(2)6-8-13(11(3)4)9-7-12(5)14/h6,8,11,13H,1,7,9H2,2-5H3/b8-6+/t13-/m0/s1
    Key: PQDRXUSSKFWCFA-CFNZNRNTBT
  • O=C(C)CC[C@H](/C=C/C(=C)C)C(C)C
Properties
C13H22O
Molar mass 194.31 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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It was discovered in 1967 by Johnson and Nicholson, American tobacconists. It is naturally present in tobacco leaves. As the extraction of natural product is expensive, it is currently being mostly manufactured synthetically. It is also found in blackcurrant buds.

Solanone is used as a cigarette additive. It enhances the fragrance of tobacco, improving the sensoric qualities of cigarettes. It can also compensate the loss of flavor associated to procedures lowering tar content.

References

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  1. ^ List of Designated Additives-flavorings, The Japan Food Chemical Research Foundation