27179-28-8

Basic information

• Product Name: exo-THC
• Synonyms: exo-THC solution
• CAS NO: 27179-28-8
• Molecular Formula: C₂₁H₃₀O₂
• Molecular Weight: 314.4617
• EINECS: 200-659-6
• Mol File: 27179-28-8.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 384.0±42.0 °C(Predicted)
• Flash Point: 9℃
• Appearance: /
• Density: 1.05±0.1 g/cm3(Predicted)
• Storage Temp.: ?20°C
• PKA: 9.86±0.40(Predicted)
• CAS DataBase Reference: exo-THC(CAS DataBase Reference)
• NIST Chemistry Reference: exo-THC(27179-28-8)
• EPA Substance Registry System: exo-THC(27179-28-8)

Safety Data

• Hazard Codes: F,T
• Statements: 11-23/24/25-39/23/24/25
• Safety Statements: 7-16-36/37-45
• RIDADR: UN1230 - class 3 - PG 2 - Methanol, solution
• WGK Germany: 1
• Hazardous Substances Data: 27179-28-8(Hazardous Substances Data)

Upstream product

• 5957-75-5 delta-8-tetrahydrocannabinol 
• 88510-95-6 (6aR,9S,10aR)-9α-bromo-6a,10a-trans-hexahydrocannabinol 
• 121694-19-7 (6aR,9S,10aR)-9-Chloro-6,6,9-trimethyl-3-pentyl-6a,7,8,9,10,10a-hexahydro-6H-benzo[c]chromen-1-ol 
• 22976-40-5 1,3-dimethoxy-5-pentylbenzene 
• 1242-67-7 O-2797 
• 78340-84-8 (1S,4R)-p-mentha-2,8-dien-1-yl acetate 
• 88510-94-5 (6aR,9S,10aR)-9α-bromo-6a,10a-trans-hexahydrocannabinol methyl ether 
• 88510-93-4 2-[(1R,2R,5S)-5-Bromo-2-(1-bromo-1-methyl-ethyl)-5-methyl-cyclohexyl]-1,3-dimethoxy-5-pentyl-benzene 
• 13956-29-1 CBD 
• 17990-25-9 9-α-chlorohexahydrocannabinol 
• 6087-61-2 (+)-trans-Δ⁸-tetrahydrocannabinol 

Downstream Products

• 132213-93-5 (-)-1-O-(biphenylylmethyl)-Δ^9,11-tetrahydrocannabinol 
• 27179-29-9 (-)-1-O-methyl-Δ^9,11-tetrahydrocannabinol 
• 1972-08-3 dronabinol 

Relevant articles and documents

Conversion of cannabidiol or delta-9 tetrahydrocannabinolic acid to delta-9 tetrahydrocannabinol and delta-8 tetrahydrocannabinol in nontoxic heterogeneous mixtures

A solvent-free method for converting CBD or delta-9 THC-A to delta-9 THC and delta-8 THC includes adding CBD to a reaction vessel, streaming an inert gas through the reaction vessel, heating the CBD while stirring to melt the CBD, stirring the melting CBD, adding concentrated hydrochloric acid as a catalyst to the melting CBD while stirring, increasing the temperature over time to a temperature not to exceed the boiling point of reactants and products in the reaction vessel, holding the reaction vessel at a temperature less than the boiling point temperature for the reactants and products in the reaction vessel for an amount of time to allow the complete conversion of the CBD, and bubbling an inert gas into the reaction products to remove free ions of hydrogen and chloride. The CBD can be replaced in whole or in part by delta-9 THC-A as the reactant.

Synthesis and pharmacological evaluation of ether and related analogues of Δ8-, Δ9-, and Δ9,11-tetrahydrocannabinol

The primary goal of this research was to synthesize a series of ether analogues of the cannabinoid drug class and to evaluate their agonist and antagonist pharmacological properties in either the mouse or the rat. Agonist and antagonist activity was evaluated in mice using a multiple-evaluation procedure (locomotor activity, tail-flick latency, hypothermia, ring immobility) and activity in rats determined in a discriminative stimulus paradigm. Additionally, novel analogues were evaluated for their ability to bind to the THC receptor site labeled by 3H-CP-55,940. None of the cannabinoid analogues were capable of attenuating the effects of Δ9-THC (3 mg/kg) in either the rat (doses up to 10 mg/kg) or in the mouse (doses up to 30 mg/kg). It also appears that the compounds with minimal in vivo activity are not mixed agonist/antagonists. These data would suggest that the phenolic hydroxyl is important for receptor recognition (binding) and in vivo potency. Additionally, cannabinoid methyl ethers previously considered inactive have been found to produce limited activity. Lastly, data suggest that Δ9,11- THC is more potent than previous reports indicated, and does possess pharmacological activity.

Synthesis of (-)-Δ9-6a,10a-trans-tetrahydrocannabinol. Boron trifluoride catalyzed arylation by a homocuprate

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