Hexahydroubiquinone-4

Base Information

• Chemical Name: Hexahydroubiquinone-4
• CAS No.: 362-45-8
• Molecular Formula: C29H48 O4
• Molecular Weight: 460.698
• UNII: DRE9U9K7QB
• DSSTox Substance ID: DTXSID201110010
• Mol file: 362-45-8.mol

Synonyms:hexahydroubiquinone-4

Chemical Property of Hexahydroubiquinone-4

Chemical Property:

• Vapor Pressure: 1.53E-12mmHg at 25°C
• Boiling Point: 559.3°C at 760 mmHg
• Flash Point: 232.7°C
• PSA: 52.60000
• Density: 0.97g/cm³
• LogP: 7.73460
• XLogP3: 9.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 16
• Exact Mass: 460.35526001
• Heavy Atom Count: 33
• Complexity: 739

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=O)C(=C(C1=O)OC)OC)CC=C(C)CCCC(C)CCCC(C)CCCC(C)C
• Isomeric SMILES: CC1=C(C(=O)C(=C(C1=O)OC)OC)C/C=C(\C)/CCC[C@H](C)CCC[C@H](C)CCCC(C)C

Technology Process of Hexahydroubiquinone-4

There total 2 articles about Hexahydroubiquinone-4 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:

2,3-dimethoxy-5-methylbenzene-1,4-diol (3066-90-8) + phytol (150-86-7,844467-91-0) → 2,3-dimethoxy-5-methyl-6-((7R,11R)-trans-phytyl)-[1,4]benzoquinone (362-45-8,7690-75-7)

Guidance literature:

With diethyl ether; acetic acid; zinc(II) chloride; Behandeln des Reaktionsprodukts mit Ag₂O in Aether;

DOI:10.1002/hlca.19580410745

Reference yield:

1-methyl ether of 2,3-dimethoxy-5-methyl-6-phthylylhydroquinone (61016-72-6) → (2'E)-2-(3,7,11,15-tetramethylhexadec-2-enyl)-3-methyl-5,6-dimethoxy-1,4-benzoquinone (51077-59-9,7690-75-7) + Hexahydroubichinon-4 (362-45-8,28072-22-2,51077-59-9,7690-75-7)

Guidance literature:

With Pyridine-2,6-dicarboxylic acid; ammonium cerium(IV) nitrate; In diethyl ether; water; acetonitrile; 20 min at 0 deg C, then 10 min at 20 deg C_.;

Reference yield:

2,3-dimethoxy-5-methyl-6-((7R,11R)-trans-phytyl)-[1,4]benzoquinone (362-45-8,7690-75-7) → 2,3-dimethoxy-5-methyl-6-((3Ξ,7R,11R)-3,7,11,15-tetramethyl-hexadecyl)-[1,4]benzoquinone (19075-15-1,19140-21-7)

Guidance literature:

With ethanol; acetic acid; platinum; Hydrogenation_.Reagens 4:Cyclohexan; Behandeln des Reaktionsprodukts mit FeCl₃ in Aethanol;

DOI:10.1002/hlca.19580410745

upstream raw materials:

1-methyl ether of 2,3-dimethoxy-5-methyl-6-phthylylhydroquinone

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

phytol

Downstream raw materials:

(2,5-diacetoxy-3,4-dimethoxy-6-methyl-phenyl)-acetic acid

2,3-dimethoxy-5-methyl-6-((3Ξ,7R,11R)-3,7,11,15-tetramethyl-hexadecyl)-[1,4]benzoquinone

Refernces

• 1、 Sugihara,Sasaki,Kawamatsu,Morimoto. "Ubiquinones and related compounds. 23. Synthesis of quinones with novel condensing agents". . p. 121 - 127. Retrieved 2007/10/05.