Terpineol

Terpenoids are terpene that are modified by the addition of a functional group, in this case, an alcohol.

β-Terpineol and γ-terpineol differ only by the location of the double bond.

Terpineol has a pleasant odor similar to lilac and is a common ingredient in perfumes, cosmetics, and flavors.

Although it is naturally occurring, terpineol is commonly manufactured from alpha-pinene, which is hydrated in the presence of sulfuric acid.

[4] An alternative route starts from limonene:[5] Limonene reacts with trifluoroacetic acid in a Markovnikov addition to a trifluoroacetate intermediate, which is easily hydrolyzed with sodium hydroxide to α-terpineol with 7% selectivity.

Skeletal formula
Skeletal formula
Ball-and-stick model
Ball-and-stick model
NFPA 704 four-colored diamond Health 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroform Flammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oil Instability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogen Special hazards (white): no code
Terpineols: alpha-, beta-, gamma-, and the 4-terpineol isomer
Terpineol synthesis from limonene
Biosynthetic conversion of geranyl pyrophosphate to the terpenes α-pinene and β-pinene (right) and to α-terpineol (bottom left). [ 6 ]