4-[2-(3,5-Dimethoxyphenyl)ethyl]phenol

Base Information

• Chemical Name: 4-[2-(3,5-Dimethoxyphenyl)ethyl]phenol
• CAS No.: 116518-94-6
• Molecular Formula: C16H18 O3
• Molecular Weight: 258.317
• DSSTox Substance ID: DTXSID10922087
• Nikkaji Number: J2.031.147I
• Wikidata: Q82895390
• Metabolomics Workbench ID: 138681
• ChEMBL ID: CHEMBL488414
• Mol file: 116518-94-6.mol

Synonyms:4-[2-(3,5-dimethoxyphenyl)ethyl]phenol;4-(2-(3,5-Dimethoxyphenyl)ethyl)phenol;116518-94-6;1-(3,5-Dimethoxyphenyl)-2-(4-hydroxyphenyl)ethane;CHEMBL488414;SCHEMBL4735081;DTXSID10922087;4-(3,5-Dimethoxyphenethyl)Phenol

Chemical Property of 4-[2-(3,5-Dimethoxyphenyl)ethyl]phenol

Chemical Property:

• Vapor Pressure: 5.63E-07mmHg at 25°C
• Boiling Point: 400.1°Cat760mmHg
• Flash Point: 195.8°C
• PSA: 38.69000
• Density: 1.126g/cm³
• LogP: 3.19460
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 258.125594432
• Heavy Atom Count: 19
• Complexity: 236

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1)CCC2=CC=C(C=C2)O)OC

Technology Process of 4-[2-(3,5-Dimethoxyphenyl)ethyl]phenol

There total 6 articles about 4-[2-(3,5-Dimethoxyphenyl)ethyl]phenol 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: 98.0%

3,5-dimethoxy-4'-hydroxy-trans-stilbene (537-42-8,18259-15-9) → 3,5-di-O-methyldihydroresveratrol (116518-94-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃;

DOI:10.1016/j.bmc.2008.01.051

Reference yield: 28.0%

dihydroresveratrol (58436-28-5) + methyl iodide (74-88-4) → 3,5-di-O-methyldihydroresveratrol (116518-94-6) + α,β-dihydro-3,5-dihydroxy-4'-methoxystilbene (90332-29-9) + 1-(3,5-dimethoxyphenyl)-2-(4-methoxyphenyl)ethane (83638-45-3) + 3-methoxy-5-[2-(4-methoxyphenyl)ethyl]phenol

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 6h; Title compound not separated from byproducts;

DOI:10.1021/np0303153

Reference yield:

p-acetoxystyrene (2628-16-2) → 3,5-di-O-methyldihydroresveratrol (116518-94-6)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrabutylammomium bromide; palladium diacetate; potassium acetate / N,N-dimethyl-formamide / 5 h / 80 °C / Inert atmosphere; Sealed tube

2: triethylamine / methanol / 3 h / Reflux

3: palladium 10% on activated carbon; hydrogen / methanol / 24 h / 65 °C / Sealed tube

With palladium 10% on activated carbon; tetrabutylammomium bromide; hydrogen; potassium acetate; palladium diacetate; triethylamine; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2017.05.025

upstream raw materials:

dihydroresveratrol

methyl iodide

3,5-dimethoxy-4'-hydroxy-trans-stilbene

(E)-1-(4'-acetoxyphenyl)-2-(3,5-dimethoxyphenyl)ethene