[3-13C]-2,3-dimethoxy-5-methyl-para-benzoquinone

Base Information

• Chemical Name: [3-13C]-2,3-dimethoxy-5-methyl-para-benzoquinone
• CAS No.: 295778-32-4
• Molecular Formula: C₉H₁₀O₄
• Molecular Weight: 183.165
• Mol file: 295778-32-4.mol

Synonyms:[3-13C]-2,3-dimethoxy-5-methyl-para-benzoquinone

Chemical Property of [3-13C]-2,3-dimethoxy-5-methyl-para-benzoquinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [3-13C]-2,3-dimethoxy-5-methyl-para-benzoquinone

There total 6 articles about [3-13C]-2,3-dimethoxy-5-methyl-para-benzoquinone 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: 75.0%

[2-13C]-2,3-dimethoxy-4aα-methyl-4a,5,8,8a-tetrahydro-5α,8α-methano-1,4-naphthoquinone → [3-13C]-2,3-dimethoxy-5-methyl-para-benzoquinone (295778-32-4)

Guidance literature:

With maleic anhydride; In toluene; Heating;

DOI:10.1002/1099-0690(20021)2002:1<189::AID-EJOC189>3.0.CO;2-8

Reference yield:

[2-13C]-3-methoxy-6-methylphenol (426835-05-4) → [3-13C]-2,3-dimethoxy-5-methyl-para-benzoquinone (295778-32-4)

Guidance literature:

Multi-step reaction with 5 steps

1: Br₂ / Fe / CH₂Cl₂

2: 1.28 g / 2,6-pyridinedicarboxylic acid; ammonium cerium(IV) nitrate / H₂O; acetonitrile / 20 °C

3: 97 percent / CH₂Cl₂

4: 28 percent / NaOMe / toluene

5: 75 percent / maleic anhydride / toluene / Heating

With maleic anhydride; Pyridine-2,6-dicarboxylic acid; ammonium cerium(IV) nitrate; bromine; sodium methylate; iron; In dichloromethane; water; toluene; acetonitrile; 3: Diels-Alder cycloaddition / 5: retro Diels-Alder reaction;

DOI:10.1002/1099-0690(20021)2002:1<189::AID-EJOC189>3.0.CO;2-8

Reference yield:

[2-13C]-3-methoxy-6-methyl-2-cyclohexenone trimethylsilyl enol ether (426835-04-3) → [3-13C]-2,3-dimethoxy-5-methyl-para-benzoquinone (295778-32-4)

Guidance literature:

Multi-step reaction with 6 steps

1: MnO₂ / diethyl ether; H₂O

2: Br₂ / Fe / CH₂Cl₂

3: 1.28 g / 2,6-pyridinedicarboxylic acid; ammonium cerium(IV) nitrate / H₂O; acetonitrile / 20 °C

4: 97 percent / CH₂Cl₂

5: 28 percent / NaOMe / toluene

6: 75 percent / maleic anhydride / toluene / Heating

With maleic anhydride; manganese(IV) oxide; Pyridine-2,6-dicarboxylic acid; ammonium cerium(IV) nitrate; bromine; sodium methylate; iron; In diethyl ether; dichloromethane; water; toluene; acetonitrile; 4: Diels-Alder cycloaddition / 6: retro Diels-Alder reaction;

DOI:10.1002/1099-0690(20021)2002:1<189::AID-EJOC189>3.0.CO;2-8

upstream raw materials:

[2-13C]-3-methoxy-6-methylphenol

[2-13C]-2-bromo-3-methoxy-6-methyl-para-benzoquinone

[2-13C]-2,4-dibromo-3-methoxy-6-methylphenol

[2-13C]-3-methoxy-6-methyl-2-cyclohexenone trimethylsilyl enol ether