11-Oxo-thc

Base Information

• Chemical Name: 11-Oxo-thc
• CAS No.: 53865-18-2
• Molecular Formula: C₂₁H₂₈O₃
• Molecular Weight: 328.452
• DSSTox Substance ID: DTXSID20968638
• Nikkaji Number: J415.694C
• Wikidata: Q50318234
• Mol file: 53865-18-2.mol

Synonyms:11-oxo-delta(8)-tetrahydrocannabinol;11-oxo-THC

Chemical Property of 11-Oxo-thc

Chemical Property:

• Vapor Pressure: 8.89E-08mmHg at 25°C
• Boiling Point: 423.7°Cat760mmHg
• PKA: 9.75±0.60(Predicted)
• Flash Point: 140.7°C
• PSA: 46.53000
• Density: 1.108g/cm³
• LogP: 4.91480
• XLogP3: 5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 328.20384475
• Heavy Atom Count: 24
• Complexity: 482

Purity/Quality:

11-OXO-DELTA(8)-TETRAHYDROCANNABINOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC1=CC(=C2C3CC(=CCC3C(OC2=C1)(C)C)C=O)O
• Isomeric SMILES: CCCCCC1=CC(=C2[C@@H]3CC(=CC[C@H]3C(OC2=C1)(C)C)C=O)O

Technology Process of 11-Oxo-thc

There total 9 articles about 11-Oxo-thc which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

(-)-9-nor-9-formyl-Δ8-tetrahydrocannabinol acetate (51263-83-3) → 11-oxo-Δ8-tetrahydrocannabinol (53865-18-2)

Guidance literature:

With potassium carbonate; In methanol; for 2h; Ambient temperature;

DOI:10.1021/jm00167a025

Reference yield: 24.3%

9-β-bromo-11-oxo-6a,10a-trans-HHC (83889-49-0,83889-50-3) → 11-oxo-6a,10a-trans-Δ9-THC (52663-85-1,67145-57-7) + 11-oxo-6a,10a-trans-Δ8-THC (53865-18-2,83944-93-8)

Guidance literature:

With lithium carbonate; lithium bromide; In N,N-dimethyl-formamide; at 100 ℃; for 6h;

DOI:10.1139/v82-403

Reference yield:

chloromethyl p-tolylsulfone (7569-26-8) + dl-6aα,7,10,10aα-Tetrahydro-1-hydroxy-6,6-dimethyl-3-pentyl-6H-dibenzo[b,d]pyran-9(8H)-on (6616-69-9,16964-48-0,16964-51-5,52195-11-6,60761-09-3,63790-37-4,138383-58-1) → 11-oxo-6a,10a-trans-Δ9-THC (52663-85-1,67145-57-7) + 11-oxo-6a,10a-trans-Δ8-THC (53865-18-2,83944-93-8) + 9-β-bromo-11-oxo-6a,10a-trans-HHC (83889-49-0,83889-50-3)

Guidance literature:

With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; magnesium bromide; Yield given. Multistep reaction. Yields of byproduct given; 1) acetonitrile, 2 h; 2) ether, 2 h, 0 deg C;

DOI:10.1139/v82-403

upstream raw materials:

(-)-9-nor-9-formyl-Δ⁸-tetrahydrocannabinol acetate

Δ⁶-Tetrahydro-cannabinylacetat

chloromethyl p-tolylsulfone

dl-6aα,7,10,10aα-Tetrahydro-1-hydroxy-6,6-dimethyl-3-pentyl-6H-dibenzo[b,d]pyran-9(8H)-on

Downstream raw materials:

11-hydroxy-6a,10a-trans-Δ⁸-THC