1-(3,4-Dimethoxyphenyl)-2-(2-methoxyphenoxy)propane-1,3-diol

Base Information

• Chemical Name: 1-(3,4-Dimethoxyphenyl)-2-(2-methoxyphenoxy)propane-1,3-diol
• CAS No.: 10535-17-8
• Molecular Formula: C18H22 O6
• Molecular Weight: 334.369
• Hs Code.: 2909499000
• European Community (EC) Number: 800-670-1
• DSSTox Substance ID: DTXSID50909458
• Nikkaji Number: J228.042F
• Wikidata: Q27159299
• Metabolomics Workbench ID: 68385
• Mol file: 10535-17-8.mol

Synonyms:1-(3,4-dimethoxyphenyl)-1,3-dihydroxy-2-(2-methoxyphenoxy)propane;1-(3,4-dimethoxyphenyl)-2-(2-methoxyphenoxy)propane-1,3-diol;1-(4-O(14)CH3-3-methoxyphenyl)-2-(2-methoxyphenoxy)propane-1,3-diol;veratrylglycerol-beta-guaiacyl ether;VGBE

Chemical Property of 1-(3,4-Dimethoxyphenyl)-2-(2-methoxyphenoxy)propane-1,3-diol

Chemical Property:

• Vapor Pressure: 4.3E-12mmHg at 25°C
• Melting Point: 97.5-98.5 °C
• Boiling Point: 530.7°C at 760 mmHg
• PKA: 13.13±0.20(Predicted)
• Flash Point: 274.8°C
• PSA: 77.38000
• Density: 1.214g/cm³
• LogP: 2.18570
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 334.14163842
• Heavy Atom Count: 24
• Complexity: 352

Purity/Quality:

97% ^*data from raw suppliers

1-(3,4-Dimethoxyphenyl)-2-(2-methoxyphenoxy)propane-1,3-diol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C(C(CO)OC2=CC=CC=C2OC)O)OC

Technology Process of 1-(3,4-Dimethoxyphenyl)-2-(2-methoxyphenoxy)propane-1,3-diol

There total 45 articles about 1-(3,4-Dimethoxyphenyl)-2-(2-methoxyphenoxy)propane-1,3-diol 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-(3,4-dimethoxyphenyl)-3-hydroxy-2-(2-methoxyphenoxy)propan-1-one (10548-77-3) → 1-(3,4-dimethoxyphenyl)-2-(methoxyphenoxy)propane-1,3-diol (10535-17-8)

Guidance literature:

With sodium tetrahydroborate; In ethanol; ethyl acetate; for 1h;

DOI:10.1039/c8gc01366g

Reference yield: 89.0%

ethyl-3-(3,4-dimethoxyphenyl)-3-hydroxy-2-(2-methoxyphenoxy)propanoate (94687-10-2) → 1-(3,4-dimethoxyphenyl)-2-(methoxyphenoxy)propane-1,3-diol (10535-17-8)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; water; at 20 ℃;

DOI:10.1021/ja4113462

Reference yield: 81.0%

chloroacetyl chloride (79-04-9) → 2-chloro-N-ethylacetamide (105-35-1)

Guidance literature:

With ethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 3.83h;

upstream raw materials:

1-(3,4-dimethoxyphenyl)-3-hydroxy-2-(2-methoxyphenoxy)propan-1-one

<2-Methoxy-phenoxy>-veratroyl-essigsaeure-aethylester

2-methoxyphenoxy-3',4'-dimethoxyacetophenone

2-Bromo-1-(3,4-dimethoxyphenyl)ethanone

Downstream raw materials:

3,4-dimethoxy-benzaldehyde

2-methoxy-phenol

1-(3,4-dimethoxyphenyl)-3-hydroxy-2-(2-methoxyphenoxy)propyl acetate

Veratric acid

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.