4-[1-Hydroxy-2-(hydroxymethoxy)-2-(2-methoxyphenyl)ethyl]-2-methoxyphenol

Base Information

• Chemical Name: 4-[1-Hydroxy-2-(hydroxymethoxy)-2-(2-methoxyphenyl)ethyl]-2-methoxyphenol
• CAS No.: 7382-59-4
• Molecular Formula: C17H20O6
• Molecular Weight: 320.342
• Hs Code.: 29093090
• DSSTox Substance ID: DTXSID70994886
• Mol file: 7382-59-4.mol

Synonyms:DTXSID70994886;4-[1-hydroxy-2-(hydroxymethoxy)-2-(2-methoxyphenyl)ethyl]-2-methoxyphenol;1,3-Propanediol, 1-(4-hydroxy-3-methoxyphenyl)-2-(2-methoxyphenoxy)-

Chemical Property of 4-[1-Hydroxy-2-(hydroxymethoxy)-2-(2-methoxyphenyl)ethyl]-2-methoxyphenol

Chemical Property:

• Vapor Pressure: 4.35E-13mmHg at 25°C
• Melting Point: 100 °C
• Refractive Index: 1.595
• Boiling Point: 553.5 °C at 760 mmHg
• PKA: 9.91±0.31(Predicted)
• Flash Point: 288.6 °C
• PSA: 88.38000
• Density: 1.282 g/cm³
• LogP: 1.88270
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 320.12598835
• Heavy Atom Count: 23
• Complexity: 339

Purity/Quality:

98% ^*data from raw suppliers

Guaiacylglycerol-β-guaiacyl Ether >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): N
• Hazard Codes: N
• Statements: 50
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC=C1C(C(C2=CC(=C(C=C2)O)OC)O)OCO

Technology Process of 4-[1-Hydroxy-2-(hydroxymethoxy)-2-(2-methoxyphenyl)ethyl]-2-methoxyphenol

There total 39 articles about 4-[1-Hydroxy-2-(hydroxymethoxy)-2-(2-methoxyphenyl)ethyl]-2-methoxyphenol 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: 94.0%

1-(4-(benzyloxy)-3-methoxyphenyl)-3-hydroxy-2-(2-methoxyphenoxy)propan-1-one (20730-75-0) → guaiacylglycerol-β-guaiacyl ether (7382-59-4)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In ethanol; ethyl acetate;

DOI:10.1039/c8gc01366g

Reference yield: 88.0%

1-(4-(benzyloxy)-3-methoxyphenyl)-2-(2-methoxyphenoxy)propane-1,3-diol (22400-03-9) → guaiacylglycerol-β-guaiacyl ether (7382-59-4)

Guidance literature:

With 10 mol% palladium on carbon; hydrogen; In ethyl acetate; for 16h;

DOI:10.1039/d0ob00800a

Reference yield: 82.0%

1-(4-(benzyloxy)-3-methoxyphenyl)-2-(2-methoxyphenoxy)propane-1,3-diol (22400-03-9) → erythro-1-(4-Hydroxy-3-methoxyphenyl)-2-(2-methoxyphenoxy)-1,3-propanediol (7382-59-4)

Guidance literature:

With palladium on activated charcoal; hydrogen; In methanol;

DOI:10.1021/ja401793n

upstream raw materials:

β-hydroxy-α-(2-methoxyphenoxy)4-hydroxy-3-methoxypropiophenone

1-(4-(benzyloxy)-3-methoxyphenyl)-3-hydroxy-2-(2-methoxyphenoxy)propan-1-one

4-[3-Hydroxy-2-(2-methoxy-phenoxy)-prop-(Z)-ylidene]-2-methoxy-cyclohexa-2,5-dienone

4-benzyloxy-3-methoxyacetophenone

Downstream raw materials:

trans-4-Hydroxy-3-methoxy-styrol-ω-sulfonsaeure

2-(2-Methoxy-phenoxy)-1-(3-methoxy-4-hydroxy-phenyl)-3-hydroxy-propan-1-sulfonsaeure

trans-4-Hydroxy-3-methoxy-styrol-ω-sulfonsaeure-methylester

2-methoxy-1,4-benzoquinone

Refernces

Cleaving the β-O-4 bonds of lignin model compounds in an acidic ionic liquid, 1-H-3-methylimidazolium chloride: An optional strategy for the degradation of lignin

10.1002/cssc.201000112

Lignin, a complex polymer in biomass, is difficult to degrade efficiently and is often burned rather than utilized for chemical production. The study focuses on cleaving the ?-O-4 bonds, which are dominant in lignin, using guaiacylglycerol-?-guaiacyl ether (GG) and veratrylglycerol-?-guaiacyl ether (VG) as model compounds. The research found that in 1-H-3-methylimidazolium chloride ([HMIM]Cl), both GG and VG underwent catalytic hydrolysis to produce guaiacol with over 70% yield at 150°C. The ionic liquid could be reused without significant loss of activity. The study also explored the effects of substrate concentration, water concentration, and recycling of the ionic liquid, showing that higher water concentration slightly increased bond cleavage efficiency. The proposed mechanism involves acid-catalyzed dehydration and coupling reactions, followed by hydrolysis of intermediate products. This method demonstrates potential for efficient lignin degradation and could be applicable to real lignin or lignocelluloses, offering a sustainable alternative for biomass utilization.