Olivetol 500-66-3-- threema：YZU27K6V

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 Name	Olivetol
Synonyms	3,5-Dihydroxyamylbenzene; 5-n-Amylresorcinol; 5-n-Pentylresorcinol;

	1,3-Dihydroxy-5-pentylbenzene; 5-Pentyl-1,3-benzenediol;
CAS Number	500-66-3
Molecular Formula	C₁₁H₁₆O₂
Appearance	Colourless to Beige Oil to Low-Melting Solid
Melting Point	39 – 40°C
Molecular Weight	180.25
Storage	4°C, Inert atmosphere, Light sensitive
Solubility	Chloroform (Slightly), Methanol (Slightly)
Stability	Light Sensitive
Category	Building Blocks; Miscellaneous;
Applications	Olivetol 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]

Olivetol is a chemical compound with the molecular formula C10H10O2. It is a naturally occurring organic compound that belongs to the class of phenols. Olivetol is commonly found in certain plants, such as lichens and liverworts.

One of the notable uses of olivetol is its role as a precursor in the synthesis of cannabinoids, which are a group of compounds found in cannabis plants. Olivetol serves as a building block for the formation of various cannabinoids, including cannabigerolic acid (CBGA), which is the precursor to many other cannabinoids like THC (tetrahydrocannabinol) and CBD (cannabidiol).

In the process of synthesizing cannabinoids, olivetol combines with another compound called geranyl pyrophosphate to produce CBGA. From CBGA, different enzymes and chemical reactions lead to the formation of different cannabinoids with various properties and effects.

It’s worth noting that olivetol itself does not possess significant pharmacological activity or psychoactive effects. Its importance lies in its role as a precursor molecule in the biosynthesis of cannabinoids, which are the active compounds responsible for the effects of cannabis.

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