Massoia lactone: Difference between revisions
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| ImageFile = Massoialactone.png |
| ImageFile = Massoialactone.png |
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| IUPACName = (''R'')-5,6-Dihydro-6-pentyl-2''H''-pyran-2-one |
| IUPACName = (''R'')-5,6-Dihydro-6-pentyl-2''H''-pyran-2-one |
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| OtherNames = (''R'')-5-hydroxy-2-decenoic acid lactone<br/>Cocolactone<br/>5-Pentylpent-2-en-5-olide<br />C-10 massoia lactone |
| OtherNames = (''R'')-5-hydroxy-2-decenoic acid lactone<br/>Cocolactone<br/>5-Pentylpent-2-en-5-olide<br />C-10 massoia lactone |
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|Section1={{Chembox Identifiers |
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| CASNo_Ref = {{cascite|correct|??}} |
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| CASNo = 51154-96-2 |
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| CASNo = 51154-96-2 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = 847O2V0IOA |
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| PubChem = 39914 |
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|Section2={{Chembox Properties |
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| Formula = C<sub>10</sub>H<sub>16</sub>O<sub>2</sub> |
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| MolarMass = 168.24 g/mol |
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| Density = 0.982 g/cm<sup>3</sup> |
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| MeltingPtC = -95.2 |
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| BoilingPtC = 286-287 |
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'''Massoia lactone''' is an [[alkyl]] [[lactone]] derived from the bark of the [[Cryptocarya|Massoia tree]] (''Cryptocaria massoia'')<ref> |
'''Massoia lactone''' is an [[alkyl]] [[lactone]] derived from the bark of the [[Cryptocarya|Massoia tree]] (''Cryptocaria massoia'')<ref>T. Rali, S. W. Wossa and D. N. Leach (2007) ''Molecules'' '''12''' 149-154.</ref> which is found in Papua, Indonesia though the compound can also be found as a component of cane sugar [[molasses]], cured [[tobacco]], and the essential oil of Sweet [[Osmanthus]] (''[[Osmanthus fragrans]]''). Chemically, massoia lactone can be obtained as a minor product in transfer hydrogenation of 6-amyl-α-pyrone.<ref>Alam, Md. Imteyaz; Khan, Tuhin S.; Haider, M. Ali (2019). "Alternate Biobased Route to Produce δ-Decalactone: Elucidating the Role of Solvent and Hydrogen Evolution in Catalytic Transfer Hydrogenation". ACS Sustainable Chemistry & Engineering. 7 (3): 2894–2898. doi:10.1021/acssuschemeng.8b05014</ref> |
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Known in the late 18th and early 19th centuries as massoy bark, massoia essential oil was once widely used as a natural [[coconut]] flavouring. Natural massoia lactone has been largely superseded by a synthetic alternative because the extraction process is expensive and the process of removing the bark kills the tree. |
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Massoia lactone has an odour that is described as sweet, coconut meat, [[lactonic]], creamy, milky and waxy<ref>[http://www.thegoodscentscompany.com/data/rw1031001.html "Good Scents Company product page for Massoia Lactone"]</ref> and, at a dilution of 20 ppm, a taste described as creamy, coconut, green and slightly fruity. |
Massoia lactone has an odour that is described as sweet, coconut meat, [[lactonic]], creamy, milky and waxy<ref>[http://www.thegoodscentscompany.com/data/rw1031001.html "Good Scents Company product page for Massoia Lactone"]</ref> and, at a dilution of 20 ppm, a taste described as creamy, coconut, green, and slightly fruity. |
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== References == |
== References == |
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{{reflist|30em}} |
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<references/> |
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[[Category:Lactones]] |
[[Category:Lactones]] |