3-Heptadecylcatechol

Base Information

• Chemical Name: 3-Heptadecylcatechol
• CAS No.: 5862-27-1
• Molecular Formula: C23H40O2
• Molecular Weight: 348.569
• UNII: 29R0483XLZ
• DSSTox Substance ID: DTXSID60207331
• Nikkaji Number: J303.714B
• Wikidata: Q27126465
• Metabolomics Workbench ID: 60409
• Mol file: 5862-27-1.mol

Synonyms:3-heptadecylcatechol;heptadecylcatechol

Chemical Property of 3-Heptadecylcatechol

Chemical Property:

• Vapor Pressure: 1.64E-09mmHg at 25°C
• Melting Point: 98.9℃
• Refractive Index: 1.506
• Boiling Point: 471.5 °C at 760 mmHg
• PKA: 9.89±0.10(Predicted)
• Flash Point: 199.1 °C
• PSA: 40.46000
• Density: 0.95 g/cm³
• LogP: 7.51170
• XLogP3: 10.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 16
• Exact Mass: 348.302830514
• Heavy Atom Count: 25
• Complexity: 279

Purity/Quality:

99% ^*data from raw suppliers

3-HEPTADECYLCATECHOL 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCCCC1=C(C(=CC=C1)O)O
• Recent ClinicalTrials: Efficacy and Safety of Lymphdiaral Basistropfen (HDC) in the Treatment of Chronic Low-back Pain

Technology Process of 3-Heptadecylcatechol

There total 19 articles about 3-Heptadecylcatechol 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: 97.0%

O-dimethyl-3-heptadecylcatechol (72587-79-2) → 3-heptadecylbenzene-1,2-diol (hydrolaccol) (5862-27-1)

Guidance literature:

With boron tribromide; In dichloromethane; for 24h; Ambient temperature;

DOI:10.1021/jm00133a007

Reference yield: 85.0%

1-(2,5-Dimethoxy-tetrahydro-furan-2-yl)-nonadecan-1-one (117651-81-7) → 3-heptadecylbenzene-1,2-diol (hydrolaccol) (5862-27-1)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; for 10h; Heating;

DOI:10.1055/s-1990-26889

Reference yield:

2,3-dimethoxybenzyl alcohol (5653-67-8) → 3-heptadecylbenzene-1,2-diol (hydrolaccol) (5862-27-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 98 percent / PBr₃ / diethyl ether / 2.5 h / Ambient temperature

2: 99 percent / benzene / 5 h / Heating

3: n-BuLi / tetrahydrofuran; hexane / 16 h / Heating

4: H₂ / Pd-C / 2-methyl-propan-2-ol

5: 78 percent / BBr₃ / CH₂Cl₂

With n-butyllithium; hydrogen; boron tribromide; phosphorus tribromide; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; tert-butyl alcohol; benzene;

DOI:10.1002/jps.2600720719

upstream raw materials:

O-dimethyl-3-heptadecylcatechol

1-(2,5-Dimethoxy-tetrahydro-furan-2-yl)-nonadecan-1-one

hexadecylmagnesium bromide

2,3-dimethyoxybenzaldehyde

Downstream raw materials:

stearic acid

3-heptadecylbenzoquinone

diacetyl-3-n-heptadecylcatechol

(S)-2-tert-Butoxycarbonylamino-propionic acid 2-((S)-2-tert-butoxycarbonylamino-propionyloxy)-6-heptadecyl-phenyl ester

Refernces

• 1、 Jinno, Shuji,Okita, Takaaki. "Synthesis and structure-activity relationships of phaffiaol and related antioxidants". . p. 1688 - 1694. Retrieved 2007/10/03.
• 2、 Jefferson, Alan,Sargent, Melvyn V.,Wangchareontrakul, Sirichai. "Synthesis and Identification of ω-Phenylalkylcatechols in Burmese Lac". . p. 19 - 25. Retrieved 2007/10/02.