Propyl-delta(8)-tetrahydrocannabinol

Base Information

• Chemical Name: Propyl-delta(8)-tetrahydrocannabinol
• CAS No.: 31262-38-1
• Molecular Formula: C19H26 O2
• Molecular Weight: 286.41
• DSSTox Substance ID: DTXSID00185189
• Mol file: 31262-38-1.mol

Synonyms:propyl-delta(8)-tetrahydrocannabinol;propyl-delta(8)-THC

Chemical Property of Propyl-delta(8)-tetrahydrocannabinol

Chemical Property:

• Vapor Pressure: 1.79E-05mmHg at 25°C
• Boiling Point: 353.2°C at 760 mmHg
• Flash Point: 132.4°C
• PSA: 29.46000
• Density: 1.034g/cm³
• LogP: 4.95560
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 286.193280068
• Heavy Atom Count: 21
• Complexity: 412

Purity/Quality:

Δ8-Tetrahydrocannabivarin ≥95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC1=CC(=C2C3CC(=CCC3C(OC2=C1)(C)C)C)O
• Isomeric SMILES: CCCC1=CC(=C2[C@@H]3CC(=CC[C@H]3C(OC2=C1)(C)C)C)O

Technology Process of Propyl-delta(8)-tetrahydrocannabinol

There total 9 articles about Propyl-delta(8)-tetrahydrocannabinol 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: 96.0%

cannabidivarin (24274-48-4) → 3-norpentyl-3-propyl-Δ8-tetrahydrocannabinol (31262-38-1)

Guidance literature:

With toluene-4-sulfonic acid; for 2h; Reflux;

DOI:10.1016/j.fitote.2010.04.009

Reference yield: 33.0%

(6aR,10aR)-3-Bromo-6,6,9-trimethyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromen-1-ol (62191-57-5) + potassium n-propylborontrifluoride → 3-norpentyl-3-propyl-Δ8-tetrahydrocannabinol (31262-38-1)

Guidance literature:

With palladium diacetate; sodium hydroxide; ruphos; In water; toluene; at 120 ℃; for 64h;

DOI:10.1002/ejoc.201900059

Reference yield: 20.0%

5-propyl-1,3-benzenediol (500-49-2) + (S)-cis-Verbenol (18881-04-4) → 3-norpentyl-3-propyl-Δ8-tetrahydrocannabinol (31262-38-1)

Guidance literature:

With trifluorormethanesulfonic acid; In dichloromethane; at 0 - 20 ℃; for 3h;

DOI:10.1002/ejoc.201900059

upstream raw materials:

5-propyl-1,3-benzenediol

3,5-dimethoxyphenyl ethyl ketone

1,3-dimethoxy-5-propylbenzene

3,5-dimethoxybenzoic acid

Refernces

• 1、 Bloemendal, Victor R. L. J.,Sondag, Daan,Elferink, Hidde,Boltje, Thomas J.,van Hest, Jan. C. M.,Rutjes, Floris P. J. T.. "A Revised Modular Approach to (–)-trans-Δ8-THC and Derivatives Through Late-Stage Suzuki–Miyaura Cross-Coupling Reactions". . p. 2289 - 2296. Retrieved 2019/04/03.