Allyltetramethoxybenzene

Base Information

• Chemical Name: Allyltetramethoxybenzene
• CAS No.: 15361-99-6
• Molecular Formula: C₁₃H₁₈O₄
• Molecular Weight: 238.284
• UNII: 2444643WXK
• DSSTox Substance ID: DTXSID401026592
• Nikkaji Number: J487.731D
• Wikidata: Q27138694
• Metabolomics Workbench ID: 46336
• ChEMBL ID: CHEMBL464585
• Mol file: 15361-99-6.mol

Synonyms:Allyltetramethoxybenzene;6-Methoxyelemicin;2,3,4,5-Tetramethoxyallylbenzene;15361-99-6;Benzene, 1,2,3,4-tetramethoxy-5-(2-propenyl)-;1,2,3,4-tetramethoxy-5-prop-2-enylbenzene;1,2,3,4-Tetramethoxy-5-(2-propen-1-yl)benzene;UNII-2444643WXK;Benzene, 1-allyl-2,3,4,5-tetramethoxy-;1-Allyl-2,3,4,5-tetramethoxybenzene;2444643WXK;Benzene, 1,2,3,4-tetramethoxy-5-(2-propen-1-yl)-;CHEBI:70354;1-Allyl-2,3,4,5-tetramethoxy-Benzene;l,2,3,4-Tetramethoxy-5-(2)-propenylbenzene;1,2,3,4-tetramethoxy-5-(2-propenyl)benzene;Benzene, 1-(2-propenyl)-2,3,4,5-tetramethoxy;1,2,3,4-tetramethoxy-5-(prop-2-en-1-yl)benzene;Allyltetramethoxybenzol;CHEMBL464585;SCHEMBL22501536;DTXSID401026592;STK695259;AKOS005606715;1,2,3,4-Tetramethoxy-5-(2)-propenylbenzene;Q27138694

Chemical Property of Allyltetramethoxybenzene

Chemical Property:

• Melting Point: 25°C
• Refractive Index: 1.5146 (estimate)
• Boiling Point: 340.88°C (rough estimate)
• Density: 1.0870
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 238.12050905
• Heavy Atom Count: 17
• Complexity: 232

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Allyltetramethoxybenzene

There total 8 articles about Allyltetramethoxybenzene 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%

6-allyl-2,3,4-trimethoxyphenol + methyl iodide (74-88-4) → 1,2,3,4-Tetramethoxy-5-(2-propenyl)benzene (15361-99-6)

Guidance literature:

With potassium carbonate; In acetone; at 20 ℃;

DOI:10.1016/j.tetlet.2016.07.079

Reference yield:

2,3,4-trimethoxyphenol (19676-64-3) → 1,2,3,4-Tetramethoxy-5-(2-propenyl)benzene (15361-99-6)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / acetone / Reflux

2: diethylaluminium chloride / hexane / 1 h / 0 °C / Inert atmosphere

3: potassium carbonate / acetone / 20 °C

With diethylaluminium chloride; potassium carbonate; In hexane; acetone; 1: |Williamson Ether Synthesis / 2: |Claisen Rearrangement / 3: |Williamson Ether Synthesis;

DOI:10.1016/j.tetlet.2016.07.079

Reference yield:

1-(allyloxy)-2,3,4-trimethoxybenzene → 1,2,3,4-Tetramethoxy-5-(2-propenyl)benzene (15361-99-6)

Guidance literature:

Multi-step reaction with 2 steps

1: diethylaluminium chloride / hexane / 1 h / 0 °C / Inert atmosphere

2: potassium carbonate / acetone / 20 °C

With diethylaluminium chloride; potassium carbonate; In hexane; acetone; 1: |Claisen Rearrangement / 2: |Williamson Ether Synthesis;

DOI:10.1016/j.tetlet.2016.07.079

upstream raw materials:

5-allyl-3,4-dimethoxy-pyrocatechol

dimethyl sulfate

2',3',4'-trihydroxyacetophenone

2'-hydroxy-3',4'-dimethoxyacetophenone

Downstream raw materials:

2,3,4,5-tetramethoxytoluene

6,7-dimethoxy-3-(2,3,4,5-tetramethoxyphenyl)-4H-chromen-4-one

9-(2,3,4,5-tetramethoxyphenyl)-6,9-dihydro[1,3]dioxolo[4,5-g]furo[3,4-b]quinolin-8(5H)-one

9-(2,3,4,5-tetramethoxyphenyl)[1,3]dioxolo[4,5-g]furo[3,4-b]quinolin-8(6H)-one