5-((Z)-tridec-8-en-1-yl)resorcinol

Base Information

• Chemical Name: 5-((Z)-tridec-8-en-1-yl)resorcinol
• CAS No.: 62897-10-3
• Molecular Formula: C19H30O2
• Molecular Weight: 290.4403
• Nikkaji Number: J1.025.376D
• Wikidata: Q76390092
• Metabolomics Workbench ID: 75857
• Mol file: 62897-10-3.mol

Synonyms:5-((Z)-tridec-8-en-1-yl)resorcinol;62897-10-3;(Z)-5-(tridec-8-en-1-yl)benzene-1,3-diol;1,3-Benzenediol, 5-(8-tridecenyl)-, (Z)-;Ardisinol II;LMPK15030017

Chemical Property of 5-((Z)-tridec-8-en-1-yl)resorcinol

Chemical Property:

• Vapor Pressure: 1.53E-08mmHg at 25°C
• Boiling Point: 445.2°Cat760mmHg
• Flash Point: 199.2°C
• PSA: 40.46000
• Density: 0.986g/cm³
• LogP: 5.72730
• XLogP3: 7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 11
• Exact Mass: 290.224580195
• Heavy Atom Count: 21
• Complexity: 252

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC=CCCCCCCCC1=CC(=CC(=C1)O)O
• Isomeric SMILES: CCCC/C=C\CCCCCCCC1=CC(=CC(=C1)O)O

Technology Process of 5-((Z)-tridec-8-en-1-yl)resorcinol

There total 18 articles about 5-((Z)-tridec-8-en-1-yl)resorcinol 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: 100.0%

1,3-Bis-(tert-butyl-dimethyl-silanyloxy)-5-((Z)-tridec-8-enyl)-benzene (205523-92-8) → ardisinol II (62897-10-3)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.5h; Ambient temperature;

DOI:10.1055/s-1998-2193

Reference yield: 75.0%

C33H40O2 (1190372-77-0) → ardisinol II (62897-10-3)

Guidance literature:

With sodium; butan-1-ol; at 80 - 90 ℃; for 1h;

DOI:10.3184/030823409X417306

Reference yield:

3,5-bis(tert-butyldimethylsilyloxy)benzyl chloride (103929-85-7) → ardisinol II (62897-10-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 86 percent / 5 h / 100 °C

2: 1.) BuLi / 1.) THF, r.t., 75 min, 2.) THF, r.t., overnight

3: 77 percent / H₂ / 5percent Pd/C / ethanol / 16 h / 760 Torr / Ambient temperature

4: 80 percent / PCC / CH₂Cl₂ / 2 h / Ambient temperature

5: 1.) BuLi / 1.) THF, -20 deg C, 2 h, 2.) THF, -70 deg C, 2 h

6: 100 percent / TBAF / tetrahydrofuran / 0.5 h / Ambient temperature

With n-butyllithium; tetrabutyl ammonium fluoride; hydrogen; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1055/s-1998-2193

upstream raw materials:

1,3-Bis-(tert-butyl-dimethyl-silanyloxy)-5-((Z)-tridec-8-enyl)-benzene

7-bromoheptyl alcohol

(Z)-7-dodecenol

dodec-7-yn-1-ol