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Terpineol is a naturally occurring monoterpene alcohol that has been isolated from a variety of sources such as cajuput oil, pine oil, and petitgrain oil . There are three isomers, alpha-, beta-, and gamma-terpineol, the last two differing only by the location of the double bond. Terpineol is usually a mixture of these isomers with alpha-terpineol as the major constituent.
Although it is naturally occurring, terpineol is commonly manufactured from the more readily available alpha-pinene.
Limonene is reacted with trifluoroacetic acid in a Markovnikov addition to a trifluoro acetate intermediate which is easily hydrolyzed with sodium hydroxide to α-terpineol with 76% selectivity. Side products are the β-terpineol in a mixture of cis-isomer and trans isomer and 4-terpineol.
|This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Terpineol". A list of authors is available in Wikipedia.|