2,5-Dihexyl-3,6-dihydroxybenzo-1,4-quinone

Base Information

• Chemical Name: 2,5-Dihexyl-3,6-dihydroxybenzo-1,4-quinone
• CAS No.: 28293-18-7
• Molecular Formula: C18H28 O4
• Molecular Weight: 308.4125
• NSC Number: 114763
• UNII: HL3B0D7WEA
• DSSTox Substance ID: DTXSID10182543
• Wikidata: Q83053255
• ChEMBL ID: CHEMBL3263333
• Mol file: 28293-18-7.mol

Synonyms:2,5-Dihexyl-3,6-dihydroxybenzo-1,4-quinone;NSC114763;28293-18-7;HL3B0D7WEA;UNII-HL3B0D7WEA;NSC 114763;NSC-114763;CHEMBL3263333;DTXSID10182543;2,5-dihexyl-3,6-dihydroxy-1,4-benzoquinone;2,5-CYCLOHEXADIENE-1,4-DIONE, 2,5-DIHEXYL-3,6-DIHYDROXY-

Chemical Property of 2,5-Dihexyl-3,6-dihydroxybenzo-1,4-quinone

Chemical Property:

• Vapor Pressure: 1.2E-09mmHg at 25°C
• Boiling Point: 441.4°Cat760mmHg
• Flash Point: 234.9°C
• Density: 1.104g/cm³
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 10
• Exact Mass: 308.19875937
• Heavy Atom Count: 22
• Complexity: 428

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC1=C(C(=O)C(=C(C1=O)O)CCCCCC)O

Technology Process of 2,5-Dihexyl-3,6-dihydroxybenzo-1,4-quinone

There total 6 articles about 2,5-Dihexyl-3,6-dihydroxybenzo-1,4-quinone 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:

C24H38O4 (1609067-71-1) → 3,6-dihexyl-2,5-dihydroxy-1,4-benzoquinone (28293-18-7)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; water; for 8h; Reflux;

DOI:10.1016/j.bmcl.2014.03.045

Reference yield:

2,5-dihydroxy-1,4-benzoquinone (615-94-1) → 3,6-dihexyl-2,5-dihydroxy-1,4-benzoquinone (28293-18-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: palladium 10% on activated carbon; hydrogen / ethanol / 72 h / 3750.38 Torr

2.1: pyridinium p-toluenesulfonate / toluene / 15 h / Dean-Stark; Reflux

3.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -10 °C / Inert atmosphere

3.2: 0.17 h / -10 - 25 °C / Inert atmosphere

4.1: hydrogenchloride / 1,4-dioxane; water / 8 h / Reflux

With hydrogenchloride; n-butyllithium; palladium 10% on activated carbon; hydrogen; pyridinium p-toluenesulfonate; In tetrahydrofuran; 1,4-dioxane; ethanol; hexane; water; toluene;

DOI:10.1016/j.bmcl.2014.03.045

Reference yield:

2,2,6,6-tetramethylbenzo[1,2-d;4,5-d1]bis[1,3]dioxole (67820-74-0) → 3,6-dihexyl-2,5-dihydroxy-1,4-benzoquinone (28293-18-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -10 °C / Inert atmosphere

1.2: 0.17 h / -10 - 25 °C / Inert atmosphere

2.1: hydrogenchloride / 1,4-dioxane; water / 8 h / Reflux

With hydrogenchloride; n-butyllithium; In tetrahydrofuran; 1,4-dioxane; hexane; water;

DOI:10.1016/j.bmcl.2014.03.045

upstream raw materials:

oenanthic acid

2,5-dihydroxy-1,4-benzoquinone

oxalic acid diethyl ester

2,2,6,6-tetramethylbenzo[1,2-d;4,5-d¹]bis[1,3]dioxole

Refernces