Cannabivarin

Base Information

• Chemical Name: Cannabivarin
• CAS No.: 33745-21-0
• Molecular Formula: C19H22O2
• Molecular Weight: 282.38
• UNII: MHH8UW410N
• DSSTox Substance ID: DTXSID00187421
• Nikkaji Number: J19.787D
• Wikipedia: Cannabivarin
• Wikidata: Q836258
• Pharos Ligand ID: FRMRRJX8ZQGQ
• Metabolomics Workbench ID: 155068
• ChEMBL ID: CHEMBL4170268
• Mol file: 33745-21-0.mol

Synonyms:cannabivarin

Chemical Property of Cannabivarin

Chemical Property:

• Vapor Pressure: 7.29E-09mmHg at 25°C
• Boiling Point: 454.1°C at 760 mmHg
• Flash Point: 206.4°C
• PSA: 29.46000
• Density: 1.087g/cm³
• LogP: 4.94760
• XLogP3: 5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 282.161979940
• Heavy Atom Count: 21
• Complexity: 365

Purity/Quality:

≥98% ^*data from raw suppliers

Cannabivarin ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC1=CC(=C2C(=C1)OC(C3=C2C=C(C=C3)C)(C)C)O
• Description: Cannabivarin (Item No. 21664) is an analytical reference standard categorized as a phytocannabinoid. It is a constituent of hashish and has also been isolated from C. sativa plants. Cannabivarin is regulated as a Schedule I compound in the United States. This product is intended for research and forensic applications.

Technology Process of Cannabivarin

There total 3 articles about Cannabivarin 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: 80.0%

2-methyl-2-(4-methylpent-3-enyl)-7-propyl-5-chromenol (41408-19-9,57130-04-8) → cannabivarin (33745-21-0)

Guidance literature:

With iodine; In toluene; for 2h; Reflux;

DOI:10.1021/acs.orglett.9b02258

Reference yield:

tetrahydrocannabivarin (31262-37-0,28172-17-0) → cannabivarin (33745-21-0) + dihydrocannabivarin

Guidance literature:

With 3,5-di-tert-butyl-o-benzoquinone; In dichloromethane; at 20 - 40 ℃; for 18h;

Reference yield:

5-propyl-1,3-benzenediol (500-49-2) → cannabivarin (33745-21-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-butylamine / toluene / Reflux

1.2: Dowex 50 WX₈ / 0.17 h / 20 °C

2.1: iodine / toluene / 2 h / Reflux

With iodine; N-butylamine; In toluene;

DOI:10.1021/acs.orglett.9b02258

upstream raw materials:

2-methyl-2-(4-methylpent-3-enyl)-7-propyl-5-chromenol

5-propyl-1,3-benzenediol

tetrahydrocannabivarin

Refernces

• 1、 Caprioglio, Diego,Mattoteia, Daiana,Minassi, Alberto,Pollastro, Federica,Lopatriello, Annalisa,Muňoz, Eduardo,Taglialatela-Scafati, Orazio,Appendino, Giovanni. "One-Pot Total Synthesis of Cannabinol via Iodine-Mediated Deconstructive Annulation". supporting information. p. 6122 - 6125. Retrieved 2019/08/20.