3-Methoxy-2,5-dimethylcyclohexa-2,5-diene-1,4-dione

Base Information

• Chemical Name: 3-Methoxy-2,5-dimethylcyclohexa-2,5-diene-1,4-dione
• CAS No.: 2913-45-3
• Molecular Formula: C9H10O3
• Molecular Weight: 166.177
• DSSTox Substance ID: DTXSID60494042
• Nikkaji Number: J842.089K
• Wikidata: Q82341114
• Mol file: 2913-45-3.mol

Synonyms:2913-45-3;3-Methoxy-2,5-dimethylcyclohexa-2,5-diene-1,4-dione;2-methoxy-3,6-dimethyl-1,4-benzoquinone;SCHEMBL14894669;DTXSID60494042

Chemical Property of 3-Methoxy-2,5-dimethylcyclohexa-2,5-diene-1,4-dione

Chemical Property:

• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 166.062994177
• Heavy Atom Count: 12
• Complexity: 308

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC(=O)C(=C(C1=O)OC)C

Technology Process of 3-Methoxy-2,5-dimethylcyclohexa-2,5-diene-1,4-dione

There total 10 articles about 3-Methoxy-2,5-dimethylcyclohexa-2,5-diene-1,4-dione 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: 77.0%

2,4-dimethoxy-3,6-dimethylphenol (53887-75-5) → 2-methoxy-3,6-dimethyl-1,4-benzoquinone (2913-45-3)

Guidance literature:

With ammonium cerium(IV) nitrate; In water; acetonitrile; for 0.75h; Ambient temperature;

DOI:10.1248/cpb.33.2122

Reference yield: 65.0%

3,6-dimethyl-1,2,4-trimethoxybenzene (92421-46-0) → 2-methoxy-3,6-dimethyl-1,4-benzoquinone (2913-45-3)

Guidance literature:

With methanol; [bis(acetoxy)iodo]benzene; water; at 23 - 40 ℃; Inert atmosphere;

DOI:10.1016/j.bmc.2010.06.104

Reference yield:

3-methoxy-4-methyl-3-cyclobutene-1,2-dione (29769-77-5) + prop-1-yne (74-99-7) → 2-methoxy-3,6-dimethyl-1,4-benzoquinone (2913-45-3) + 2-methoxy-3,5-dimethyl-2,5-cyclohexadiene-1,4-dione (3214-57-1)

Guidance literature:

With cobalt(II) chloride; In dichloromethane; at 100 ℃; for 6h; Yield given. Yields of byproduct given;

DOI:10.1021/ja00333a075

upstream raw materials:

2,4-O-dimethyl-β-orcinolcarboxylic acid

3-hydroxy-2,5-dimethyl-[1,4]benzoquinone

dimethyl sulfate

2,4-dimethoxy-3,6-dimethylphenol

Downstream raw materials:

2-methoxy-3,6-dimethylhydroquinone

3,6-dimethyl-2-methoxy-5-hydroxydecyl-p-benzo-quinone

8-(4-methoxy-2,5-dimethyl-3,6-dioxocyclohexa-1,4-dienyl)octyl nitrate

6-(4-methoxy-2,5-dimethyl-3,6-dioxocyclohexa-1,4-dienyl)hexyl nitrate