27696-12-4

Basic information

• Product Name: 2-[(2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-decamethyl-2,6,10,14,18,22,26,30,34,38-tetracontadecaenyl]-5,6-dimethoxy-3-methyl-2,5-cyclohexadiene-1,4-dione
• Synonyms: 2-[(2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-decamethyl-2,6,10,14,18,22,26,30,34,38-tetracontadecaenyl]-5,6-dimethoxy-3-methyl-2,5-cyclohexadiene-1,4-dione;Ubisemiquinone
• CAS NO: 27696-12-4
• Molecular Formula: C₅₉H₉₀O₄
• Molecular Weight: 0
• Mol File: 27696-12-4.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 869°Cat760mmHg
• Flash Point: 324.6°C
• Appearance: /
• Density: 0.97g/cm³
• Vapor Pressure: 1.23E-30mmHg at 25°C
• Refractive Index: 1.525
• CAS DataBase Reference: 2-[(2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-decamethyl-2,6,10,14,18,22,26,30,34,38-tetracontadecaenyl]-5,6-dimethoxy-3-methyl-2,5-cyclohexadiene-1,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-decamethyl-2,6,10,14,18,22,26,30,34,38-tetracontadecaenyl]-5,6-dimethoxy-3-methyl-2,5-cyclohexadiene-1,4-dione(27696-12-4)
• EPA Substance Registry System: 2-[(2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-decamethyl-2,6,10,14,18,22,26,30,34,38-tetracontadecaenyl]-5,6-dimethoxy-3-methyl-2,5-cyclohexadiene-1,4-dione(27696-12-4)

Safety Data

• Hazardous Substances Data: 27696-12-4(Hazardous Substances Data)

Usage

Molecular structure

The compound has a long and complex molecular structure with a chain of 40 carbon atoms.

Unsaturated nature

The presence of multiple double bonds (denoted by "E") along the carbon chain makes the compound highly unsaturated.

Hydrophobicity

Due to the presence of multiple double bonds and a lack of polar functional groups, the compound exhibits hydrophobic properties.

Methoxy groups

The compound contains two methoxy (CH3O-) groups, which are electron-donating and can influence the compound's reactivity and solubility in various solvents.

1,4-dione functional group

A 1,4-dione group is attached to the cyclohexadiene rings, which consists of a carbonyl group (C=O) separated by two carbon atoms from another carbonyl group. This functional group can participate in various chemical reactions and may influence the compound's reactivity and stability.

Potential applications

Due to its intricate structure, the compound may be used in various applications such as pharmaceuticals, organic synthesis, and material science. However, further research and analysis are needed to determine its exact properties and potential uses.

InChI:InChI=1/C59H90O4/c1-44(2)24-15-25-45(3)26-16-27-46(4)28-17-29-47(5)30-18-31-48(6)32-19-33-49(7)34-20-35-50(8)36-21-37-51(9)38-22-39-52(10)40-23-41-53(11)42-43-55-54(12)56(60)58(62-13)59(63-14)57(55)61/h24,26,28,30,32,34,36,38,40,42H,15-23,25,27,29,31,33,35,37,39,41,43H2,1-14H3/b45-26+,46-28+,47-30-,48-32+,49-34+,50-36+,51-38+,52-40+,53-42+

Upstream product

• 139137-96-5 diisopropyl <(4E)-1-isopropenyl-4-methyl-6-(2,3,4,5-tetramethoxy-6-methylphenyl)-4-hexenyl>phosphate 
• 118579-97-8 1-((2E,6E,10E,14E,18E)-3,7,11,15,19,23-Hexamethyl-tetracosa-2,6,10,14,18,22-hexaenyl)-2,3,4,5-tetramethoxy-6-methyl-benzene 
• 139137-97-6 2,2-Dimethyl-3-[(3E,7E,11E,15E,19E)-3,7,11,15,19-pentamethyl-21-(2,3,4,5-tetramethoxy-6-methyl-phenyl)-henicosa-3,7,11,15,19-pentaenyl]-oxirane 
• 114832-95-0 1,4-dibenzyloxy-2,3-dimethoxy-5-methyl-6-(34',35'-epoxy-3',7',11',15',19',23',27',31',35'-nonamethylhexatriaconta-2'E,6'E,10'E,14'E,18'E,22'E,26'E,30'E-octaenyl)benzene 
• 114832-94-9 1,4-dibenzyloxy-2,3-dimethoxy-5-methyl-6-(34'-bromo-35'-hydroxy-3',7',11',15',19',23',27',31',35'-nonamethylhexatriaconta-2'E,6'E,10'E,14'E,18'E,22'E,26'E,30'E-octaenyl)benzene 
• 114832-96-1 1,4-dibenzyloxy-2,3-dimethoxy-5-methyl-6-(34',35'-dihydroxy-3',7',11',15',19',23',27',31',35'-nonamethylhexatriaconta-2'E,6'E,10'E,14'E,18'E,22'E,26'E,30'E-octaenyl)benzene 
• 114832-93-8 1,4-dibenzyloxy-2,3-dimethoxy-5-methyl-6-(3',7',11',15',19',23',27',31',35'-nonamethylhexatriaconta-2'E,6'E,10'E,14'E,18'E,22'E,26'E,30'E,34'-nonaenyl)benzene 
• 114832-97-2 1,4-dibenzyloxy-2,3-dimethoxy-5-methyl-6-(33'-formyl-3',7',11',15',19',23',27',31'-octamethyltritriaconta-2'E,6'E,10'E,14'E,18'E,22'E,26'E,30'E-octaenyl)benzene 
• 96358-52-0 2,3-dimethoxy-5-methyl-6-(34',35'-dihydroxy-3',7',11',15',19',23',27',31',35'-nonamethylhexatriaconta-2'E,6'E,10'E,14'E,18'E,22'E,26'E,30'E-octaenyl)benzoquinone-1,4 
• 81914-47-8 2,3-dimethoxy-5-methyl-6-(34,35-epoxy-3,7,11,15,19,23,27,31,35-nonamethylhexatriacont-2E,6E,10E,14E,18E,22E,26E,30E-octaenyl)-1,4-benzoquinone 
• 96358-50-8 2,3-dimethoxy-5-methyl-6-(34-bromo-35-hydroxy-3,7,11,15,19,23,27,31,35-nonamethylhexatriacont-2E,6E,10E,14E,18E,22E,26E,30E-octaenyl)-1,4-benzoquinone 
• 303-97-9 ubiquinone-45 
• 114832-98-3 1,4-dibenzyloxy-2,3-dimethoxy-5-methyl-6-(3',7',11',15',19',23',27',31',35',39'-decamethyltetraconta-2'E,6'E,10'E,14'E,18'E,22'E,26'E,30'E,34'E/Z,38'-decaenyl)benzene 
• 76936-19-1 (1,5-Dimethyl-4-hexenylidene)-triphenylphosphorane 

Relevant articles and documents

Highly S(N)2'-, (E)-, and antiselective alkylation of allylic phosphates. Facile synthesis of coenzyme Q10

Treatment of secondary allylic chlorides or allylic phosphates in tetrahydrofuran with prenyl Grignard reagent in the presence of CuCN · 2 LiCl gave geraniol or farnesol derivatives with high S(N)2' selectivity. Phosphate leaving groups were highly transstereoselective for the formation of (E,E)-farnesol derivatives. Furthermore, complete anti-S(N)2' selectivity was observed in the alkylation of optically active allylic phosphates. The present method appears to be an excellent carbon-carbon coupling reaction with high regio-, (E)-, and enantioselectivity. Coenzyme Q10 (ubiquinone 10) was efficiently synthesized using this methodology.