Δ9-Tetrahydrocannabinol (Δ9-THC)

Identity

Property Value
Preferred name Δ9-Tetrahydrocannabinol (Δ9-THC)
IUPAC name (6aR,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol
CAS number 1972-08-3
PubChem CID 16078
InChIKey CYQFCXCEBYINGO-IAGOWGBFSA-N [^1]
Molecular formula C21H30O2
Molecular mass 314.46 g/mol (exact 314.2246 Da)
Compound class Phytocannabinoid; neutral (non-acidic) cannabinoid
Stereochemistry Natural material is (−)-trans-(6aR,10aR). Δ8-THC (CAS 5957-75-5) is a distinct positional isomer; never collapse the two in reporting [^1]
Major synonyms THC, Δ9-THC, dronabinol (INN); decarboxylation product of THCA

Identity notes

  • Δ9-THC and Δ8-THC are distinct positional isomers with distinct CAS numbers (1972-08-3 vs. 5957-75-5) and must not be collapsed [^1].
  • The neutral compound is the decarboxylation product of THCA; GC without derivatization converts THCA to THC in the injector, so “Total THC” figures mix measured and converted material [^2].
  • THCV (C19, propyl side chain) and THC (C21, pentyl side chain) are distinct homologues [^1].

Physical properties

Property Value Conditions / Notes
Boiling point Predicted normal boiling temperature ≈417 °C (690.4 K) at 1 atm; extrapolated from vapor-pressure data, not an observed phase change Direct vapor-pressure measurements covered ≈25–121 °C; decomposition prevents a direct atmospheric boiling observation [^3][^10]
Vapor pressure Measured ≈2.6×10⁻⁵ Pa at 25 °C to ≈0.22 Pa at 121 °C Lovestead & Bruno 2017, direct measurement [^3]
Melting point No sharp melting point; viscous oil/semi-solid at room temperature
logP (octanol-water) ≈5.7 (reported) Highly lipophilic
Water solubility Practically insoluble Soluble in ethanol, methanol, chloroform, oils, CO₂
Thermal decomposition In the cited GC-injector study, Δ9-THC loss reached 17.2% at the study’s 300 °C inlet condition and CBN increased; no universal decomposition threshold is assigned Injector temperature and residence time are study conditions, not a device sample temperature [^4]
Oxidation / light sensitivity Oxidation is condition-dependent; CBN formation is reported under prolonged air/heat exposure [^4] Store opaque, inert
Known degradation products Cannabinol (CBN, oxidation), Δ8-THC (isomerization), quinones (pyrolysis) [^4][^5]

Boiling point is not a device setpoint. The commonly repeated ≈155–157 °C figure is associated with low-pressure vaporization or a device setting, not an atmospheric boiling observation. The predicted thermodynamic boiling point of pure Δ9-THC is ≈417 °C at 1 atm, while device chamber temperature is not sample temperature and material in plant matrix lags the setpoint [^3][^10].

Thermal-extraction context

THC is the neutral product of THCA decarboxylation; conversion is temperature-, time-, atmosphere-, and matrix-dependent, so no universal onset is assigned here [^2]. It is released from botanical matrix by vapor-pressure-driven evaporation. Because vapor pressures are measured only below ≈121 °C, the evaporation rate at common device operating temperatures is an extrapolation, not a measurement; device setpoint and sample temperature are distinct [^3]. The thermodynamic boiling point of the pure compound is not a device setpoint or a sample temperature.

Cannabis occurrence

  • The principal intoxicating constituent of drug-type cannabis; measured drug-type flower batches in legal-market COA datasets report Δ9-THC (and THCA) across a wide batch-to-batch range [^6].
  • Values are batch- and report-attached; no universal cultivar claim is made. Consult Lab Results for batch-level measurements.

Biosynthesis and processing

Δ9-THC is biosynthesized as THCA (by THCAS from the shared CBGA pool) and converted to the neutral compound by decarboxylation during drying, curing, and heating [^2][^7]. Prolonged oxidation converts THC to CBN [^4].

Reported biological activity

Human evidence

Δ9-THC is the principal psychoactive constituent of cannabis; its acute effects are mediated by the CB1 cannabinoid receptor, established in controlled human pharmacology [^8][^9]. This archive does not assess therapeutic efficacy or public-health policy.

Preclinical animal and in vitro evidence

CB1/CB2 receptor pharmacology is well characterized in vitro 1; behavioral and physiological effects in animals do not by themselves establish human outcomes.

Industry claims

Device marketing that equates a single “boiling point” with a recommended temperature setpoint, or that implies boiling-point tables determine extraction efficiency, is not supported by the measured vapor-pressure data 23.

Degradation products

  • Primary: CBN (oxidation), Δ8-THC (isomerization), quinones (pyrolysis) 45

Sources

  1. Pertwee RG. The diverse CB1 and CB2 receptor pharmacology of three plant cannabinoids: Δ9-tetrahydrocannabinol, cannabidiol and Δ9-tetrahydrocannabivarin. Br J Pharmacol. 2008;153(2):199–215. doi:10.1038/sj.bjp.0707442. PMID 17828291. (Receptor pharmacology review.) ↩

  2. Lovestead TM, Bruno TJ. Determination of cannabinoid vapor pressures to aid in vapor phase detection of intoxication. Forensic Chem. 2017;5:79–85. doi:10.1016/j.forc.2017.06.003. PMID 29266138. (Measured Δ9-THC and CBD vapor pressures; derived normal boiling point.) ↩

  3. Eyal AM, Berneman Zeitouni D, Tal D, Schlesinger D, Davidson EM, Raz N. Vapor pressure, vaping, and corrections to misconceptions related to medical cannabis’ active pharmaceutical ingredients’ physical properties and compositions. Cannabis Cannabinoid Res. 2023;8(3):414–425. doi:10.1089/can.2021.0173. PMID 35442765. (Boiling-point figures in marketing are not thermodynamic boiling points; vapor-pressure data are scarce.) ↩

  4. García-Valverde MT, Sánchez-Carnerero Callado C, Díaz-Liñán MC, et al. Effect of temperature in the degradation of cannabinoids: from a brief residence in the gas chromatography inlet port to a longer period in thermal treatments. Front Chem. 2022;10:1038729. doi:10.3389/fchem.2022.1038729. ↩

  5. Turner CE, Elsohly MA, Boeren EG. Constituents of Cannabis sativa L. XVII. A review of the natural constituents. J Nat Prod. 1980;43(2):169–234. doi:10.1021/np50008a001. PMID 6991645. (Constituent inventory incl. THC degradation/isomerization chemistry.) ↩