3-Pentadecacatechol diacetate

Base Information

• Chemical Name: 3-Pentadecacatechol diacetate
• CAS No.: 73881-19-3
• Molecular Formula: C25H40 O4
• Molecular Weight: 404.59
• DSSTox Substance ID: DTXSID60224467
• Wikidata: Q83103060
• Mol file: 73881-19-3.mol

Synonyms:3-n-pentadecylcatechol diacetate;3-pentadecacatechol diacetate

Chemical Property of 3-Pentadecacatechol diacetate

Chemical Property:

• Vapor Pressure: 1.47E-09mmHg at 25°C
• Boiling Point: 485°C at 760 mmHg
• Flash Point: 230.3°C
• PSA: 52.60000
• Density: 0.981g/cm³
• LogP: 7.17090
• XLogP3: 9.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 18
• Exact Mass: 404.29265975
• Heavy Atom Count: 29
• Complexity: 435

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCC1=C(C(=CC=C1)OC(=O)C)OC(=O)C

Technology Process of 3-Pentadecacatechol diacetate

There total 5 articles about 3-Pentadecacatechol diacetate 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: 82.4%

3-pentadecylcatechol (492-89-7) + acetic anhydride (108-24-7) → 1,2-diacethyl-3-pentadecylbenzene (73881-19-3)

Guidance literature:

With dmap; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1016/j.phytochem.2020.112359

Reference yield:

1,2-dihydroxy-3-(pentadec-8-enyl)benzene (35237-02-6,2764-91-2) → 1,2-diacethyl-3-pentadecylbenzene (73881-19-3)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol; platinum / Hydrogenation

2: sodium acetate

With ethanol; sodium acetate; platinum;

Reference yield:

2,3-dimethoxy-Δ1'-pentadecenylbenzene (7461-74-7) → 1,2-diacethyl-3-pentadecylbenzene (73881-19-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 3.3 g / H₂ / Pd-C / 2-methyl-propan-2-ol / 16 h

2: BBr₃ / CH₂Cl₂ / 1.5 h

3: pyridine / 4 h / Ambient temperature

With hydrogen; boron tribromide; palladium on activated charcoal; In pyridine; dichloromethane; tert-butyl alcohol;

DOI:10.1002/jps.2600720719

upstream raw materials:

3-pentadecylcatechol

acetic anhydride

1,2-dimethoxy-3-pentadecyl-benzene

2,3-dimethoxy-Δ^1'-pentadecenylbenzene

Refernces

• 1、 Barriga, Andrés,Echeverría, Javier,Mascayano-Collado, Carolina,Mu?oz-Ramírez, Alejandra,Urzúa, Alejandro. "Inhibition of Soybean 15-Lipoxygenase and Human 5-Lipoxygenase by Extracts of Leaves, Stem Bark, Phenols and Catechols Isolated From Lithraea caustica (Anacardiaceae)". . . Retrieved 2020/12/18.