Olivetol 500-66-3

What is the biological activity of Olivetol?

Olivetol is a naturally occurring organic compound. It is present in certain lichen species and can be easily extracted. It is also produced by many insects as a pheromone, insect repellent or antiseptic.Some people using it to make Cannabichromene.

As expected, olivetol showed antioxidant and anticholinergic properties.

Satisfied with the product. Cannabinoids are synthesized via pyridine-catalysed citral-olivetol condensation.

Olivetol, also known as 5-pentylresorcinol or 5-pentyl-1,3-benzenediol, is an organic compound found in certain species of lichen;

It is also a precursor in various syntheses of tetrahydrocannabinol.

Chemical NameOlivetol
Synonyms3,5-Dihydroxyamylbenzene; 5-n-Amylresorcinol; 5-n-Pentylresorcinol;
1,3-Dihydroxy-5-pentylbenzene; 5-Pentyl-1,3-benzenediol;
CAS Number500-66-3
Molecular FormulaC₁₁H₁₆O₂
AppearanceColourless to Beige Oil to Low-Melting Solid
Melting Point39 – 40°C
Molecular Weight180.25
Storage4°C, Inert atmosphere, Light sensitive
SolubilityChloroform (Slightly), Methanol (Slightly)
StabilityLight Sensitive
CategoryBuilding Blocks; Miscellaneous;
ApplicationsOlivetol is a precursor in various syntheses of tetrahydrocannabinol.

Occurrence

Olivetol is a naturally occurring organic compound. It is found in certain species of lichens and can be readily extracted.[1

Olivetol is also produced by a number of insects, either as a pheromone, repellent, or antiseptic.[2][3]

The cannabis plant internally produces the related substance olivetolic acid (OLA), which may be involved in the biosynthesis of tetrahydrocannabinol (THC).[4][5]

Synthesis of THC analogs

Olivetol is used in various methods to produce synthetic analogs of THC. One such method is a condensation reaction of olivetol and pulegone.In PiHKAL,

Alexander Shulgin reports a cruder method of producing the same product by bringing to reaction olivetol and the essential oil of orange in the presence of phosphoryl chloride.[7]

A method for the synthesis of THC itself consists of the condensation reaction between olivetol and Δ2-carene oxide.[8]

Legality

The production, possession, and/or distribution of olivetol is not outlawed by any country; however, in the United States, it is a DEA watched precursor.[9][unreliable source?]

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