(2'Z)-2-(3,7-dimethylocta-2,6-dienyl)-3-methyl-5,6-dimethoxy-1,4-benzoquinone

Base Information

• Chemical Name: (2'Z)-2-(3,7-dimethylocta-2,6-dienyl)-3-methyl-5,6-dimethoxy-1,4-benzoquinone
• CAS No.: 38658-30-9
• Molecular Formula: C₁₉H₂₆O₄
• Molecular Weight: 318.413
• Mol file: 38658-30-9.mol

Synonyms:(2'Z)-2-(3,7-dimethylocta-2,6-dienyl)-3-methyl-5,6-dimethoxy-1,4-benzoquinone

Chemical Property of (2'Z)-2-(3,7-dimethylocta-2,6-dienyl)-3-methyl-5,6-dimethoxy-1,4-benzoquinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2'Z)-2-(3,7-dimethylocta-2,6-dienyl)-3-methyl-5,6-dimethoxy-1,4-benzoquinone

There total 6 articles about (2'Z)-2-(3,7-dimethylocta-2,6-dienyl)-3-methyl-5,6-dimethoxy-1,4-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: 84.0%

(2'Z)-1-(3,7-dimethylocta-2,6-dienyl)-6-methyl-2,3,4,5-tetramethoxybenzene (95778-32-8) → (2'Z)-2-(3,7-dimethylocta-2,6-dienyl)-3-methyl-5,6-dimethoxy-1,4-benzoquinone (38658-30-9)

Guidance literature:

With Pyridine-2,6-dicarboxylic acid; ammonium cerium(IV) nitrate; In water; acetonitrile; a.) 20 min, 0 deg C b.) 10 min, RT;

DOI:10.1021/jo00226a028

Reference yield:

Nerol (106-25-2) + 2,3-dimethoxy-5-methylbenzene-1,4-diol (3066-90-8) → (2'Z)-2-(3,7-dimethylocta-2,6-dienyl)-3-methyl-5,6-dimethoxy-1,4-benzoquinone (38658-30-9) + 2-[(E)-3,7-dimethyl-2,6-octadienyl]-5,6-dimethoxy-3-methyl-1,4-benzoquinone (606-06-4)

Guidance literature:

In 1,4-dioxane;

DOI:10.1002/jlac.19727630113

Reference yield:

p-cresol (106-44-5) → (2'Z)-2-(3,7-dimethylocta-2,6-dienyl)-3-methyl-5,6-dimethoxy-1,4-benzoquinone (38658-30-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 76 percent / iron powder, bromine / CHCl₃ / 48 h / Ambient temperature

2: 1.) NaOMe, CuCN / 1.) methanol, DME, dimethyl carbonate, 80 deg C, 5 h 2.) methanol, DME, water, RT, 2 h

4: 84 percent / pyridine-2,6-dicarboxylate, ceric ammonium nitrate (CAN) / acetonitrile; H₂O / a.) 20 min, 0 deg C b.) 10 min, RT

With Pyridine-2,6-dicarboxylic acid; ammonium cerium(IV) nitrate; bromine; sodium methylate; iron; In chloroform; water; acetonitrile;

DOI:10.1021/jo00226a028

upstream raw materials:

(2'Z)-1-(3,7-dimethylocta-2,6-dienyl)-6-methyl-2,3,4,5-tetramethoxybenzene

Nerol

2,3-dimethoxy-5-methylbenzene-1,4-diol

p-cresol