Ubiquinone 25

Base Information

• Chemical Name: Ubiquinone 25
• CAS No.: 4370-61-0
• Molecular Formula: C34H50 O4
• Molecular Weight: 522.769
• Nikkaji Number: J492.361H
• Wikidata: Q27104564
• Mol file: 4370-61-0.mol

Synonyms:ubiquinone 25;CoQ5;4370-61-0;2,3-dimethoxy-5-methyl-6-[(2E,6E,10E,14E)-3,7,11,15,19-pentamethylicosa-2,6,10,14,18-pentaenyl]cyclohexa-2,5-diene-1,4-dione;2,3-dimethoxy-5-methyl-6-pentaprenyl-1,4-benzoquinone;2,3-DIMETHOXY-5-METHYL-6-(3,11,15,19-TETRAMETHYL-EICOSA-2,6,10,14,18-PENTAENYL)-[1,4]BENZOQUINONE;2,3-dimethoxy-5-methyl-6-[(2E,6E,10E,14E)-3,7,11,15,19-pentamethylicosa-2,6,10,14,18-pentaen-1-yl]cyclohexa-2,5-diene-1,4-dione;CHEBI:46331;2,5-Cyclohexadiene-1,4-dione, 2,3-dimethoxy-5-methyl-6-(3,7,11,15,19-pentamethyl-2,6,10,14,18-eicosapentaenyl)-, (all-E)-;Q27104564;(all-E)-2,3-dimethoxy-5-methyl-6-(3,7,11,15,19-pentamethyl-2,6,10,14,18-eicosapentaenyl)-2,5-cyclohexadiene-1,4-dione;2,3-dimethoxy-5-methyl-6-[(2E,6E,10E,14E)-3,7,11,15,19-pentamethylicosa-2,6,10,14,18-pentaen-1-yl]-1,4-benzoquinone

Chemical Property of Ubiquinone 25

Chemical Property:

• Vapor Pressure: 3.6E-16mmHg at 25°C
• Boiling Point: 637.9°Cat760mmHg
• Flash Point: 262°C
• PSA: 52.60000
• Density: 1g/cm³
• LogP: 9.22140
• XLogP3: 10.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 16
• Exact Mass: 522.37091007
• Heavy Atom Count: 38
• Complexity: 1050

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(C(=O)C(=C(C1=O)OC)OC)CC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C
• Isomeric SMILES: CC1=C(C(=O)C(=C(C1=O)OC)OC)C/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CCC=C(C)C

Technology Process of Ubiquinone 25

There total 9 articles about Ubiquinone 25 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: 99.0%

rac-1,4,4a,8a-tetrahydro-6,7-dimethoxy-4aα-methyl-8aα-<(all-E)-3',7',11',15',19'-pentamethylicosa-2',6',10',14',18'-pentaenyl>-1α,4α-methanonaphthalin-5,8-dion (97804-61-0,130697-15-3) → ubiquinone (25) (4370-61-0)

Guidance literature:

In toluene; for 0.5h; Heating; in the dark;

DOI:10.1002/hlca.19900730404

Reference yield:

2,3-dimethoxy-5-methylbenzene-1,4-diol (3066-90-8) → ubiquinone (25) (4370-61-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 82 percent / NaOH / ethanol; H₂O / 0.75 h / Ambient temperature

2: 78 percent / HCl / H₂O / 40 °C

3: 84 percent / CAN / acetonitrile; H₂O / 1 h / 0 °C

4: 1.) Cp₂ZrCl₂, 2.) NiCl₂, PPh₃, n-BuLi / 1.) ClCH₂CH₂Cl, 0 deg C, 2.) THF, hexane. -78 deg C, 30 min, -78 deg C to 0 deg C, 1.75 h

With hydrogenchloride; sodium hydroxide; n-butyllithium; zirconocene dichloride; ammonium cerium(IV) nitrate; triphenylphosphine; nickel dichloride; In ethanol; water; acetonitrile;

DOI:10.1016/S0040-4020(97)10222-8

Reference yield:

2,3-Dimethoxy-5-methyl-1,4-benzoquinone (605-94-7) → ubiquinone (25) (4370-61-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 90 percent / LiAlH₄ / tetrahydrofuran; diethyl ether / 0.67 h

2: 82 percent / NaOH / ethanol; H₂O / 0.75 h / Ambient temperature

3: 78 percent / HCl / H₂O / 40 °C

4: 84 percent / CAN / acetonitrile; H₂O / 1 h / 0 °C

5: 1.) Cp₂ZrCl₂, 2.) NiCl₂, PPh₃, n-BuLi / 1.) ClCH₂CH₂Cl, 0 deg C, 2.) THF, hexane. -78 deg C, 30 min, -78 deg C to 0 deg C, 1.75 h

With hydrogenchloride; sodium hydroxide; lithium aluminium tetrahydride; n-butyllithium; zirconocene dichloride; ammonium cerium(IV) nitrate; triphenylphosphine; nickel dichloride; In tetrahydrofuran; diethyl ether; ethanol; water; acetonitrile;

DOI:10.1016/S0040-4020(97)10222-8

upstream raw materials:

2,3-Dimethoxy-5-methyl-1,4-benzoquinone

Trimethyl-((2E,6E,10E,14E)-3,7,11,15,19-pentamethyl-icosa-2,6,10,14,18-pentaenyl)-stannane

rac-1,4,4a,8a-tetrahydro-6,7-dimethoxy-4aα-methyl-8aα-<(all-E)-3',7',11',15',19'-pentamethylicosa-2',6',10',14',18'-pentaenyl>-1α,4α-methanonaphthalin-5,8-dion

trimethylaluminum

Refernces

• 1、 Ruttimann,Lorenz. "A new synthetic route to ubiquinones". . p. 790 - 796. Retrieved 2007/10/02.