coenzyme Q5

Base Information

• Chemical Name: coenzyme Q5
• CAS No.: 4370-61-0
• Molecular Formula: C34H50 O4
• Molecular Weight: 522.769
• Mol file: 4370-61-0.mol

Synonyms: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)-; 2,5-Cyclohexadiene-1,4-dione,2,3-dimethoxy-5-methyl-6-[(2E,6E,10E,14E)-3,7,11,15,19-pentamethyl-2,6,10,14,18-eicosapentaenyl]-(9CI); p-Benzoquinone, 2,3-dimethoxy-5-methyl-6-(3,7,11,15,19-pentamethyl-2,6,10,14,18-eicosapentaenyl)-(6CI); p-Benzoquinone,2,3-dimethoxy-5-methyl-6-(3,7,11,15,19-pentamethyl-2,6,10,14,18-eicosapentaenyl)-,(all-E)- (8CI); CoQ5; Coenzyme Q5; Ubiquinone 25; Ubiquinone 5; Ubiquinone Q5

Chemical Property of coenzyme Q5

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

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of coenzyme Q5

There total 9 articles about coenzyme Q5 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.