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Name |
Solanesol |
EINECS | 603-532-7 |
CAS No. | 13190-97-1 | Density | 0.889 g/cm3 |
PSA | 20.23000 | LogP | 14.75690 |
Solubility | N/A | Melting Point |
33 °C |
Formula | C45H74O | Boiling Point | 685.6 °C at 760 mmHg |
Molecular Weight | 631.082 | Flash Point | 130.2 °C |
Transport Information | N/A | Appearance | brown waxy solid |
Safety | 24/25 | Risk Codes | N/A |
Molecular Structure | Hazard Symbols | N/A | |
Synonyms |
Nicotine (Solanesol);Nonaisoprenol;2,6,10,14,18,22,26,30,34-Hexatriacontanonaen-1- ol,3,7,11,15,19,23,27,31,35-nonamethyl-,(2E,- 6E,10E,14E,18E,22E,26E,30E)-;75%solanesol; |
Article Data | 5 |
solanesol
Conditions | Yield |
---|---|
With lithium; ethylamine In diethyl ether at -78℃; | 50% |
(2E,6E)-3,7,11-trimethyl-1-(p-tolylsulfonyl)dodeca-2,6,10-triene
(2E,6E,10E)-1-Benzyloxy-3,7,11-trimethyldodeca-2,6,10-trien-12-ol
(2E,6E,10E)-2,6,10-trimethyl-12-(toluene-4-sulfonyl)-dodeca-2,6,10-trien-1-ol
solanesol
Conditions | Yield |
---|---|
Multistep reaction; |
3,7-dimethyl-2E,6-octadien-1-yl acetate
solanesol
Conditions | Yield |
---|---|
Multi-step reaction with 14 steps 1: 44 percent / SeO2 / aq. ethanol / 9 h / Heating 2: 72 percent / NaBH4 / methanol / 5 h / -10 °C 3: 94 percent / PBr3, pyridine / diethyl ether / 6 h / 0 °C 4: 1.) n-BuLi / 1.) THF, HMPA, hexane, -78 deg C, 1.5 h, 2.) 6 h 5: 5percent sodium amalgam, disodium hydrogen phosphate / methanol / 2 h / 0 °C 6: 91 percent / PBr3, pyridine / diethyl ether / 6 h / -5 °C 7: 78 percent / dimethylformamide / 24 h / Ambient temperature 8: 1.) n-BuLi, 3.) H2O, KOH 9: 63 percent / Li, ethylamine / diethyl ether / 1 h / -78 °C 10: 1.) PBr3, pyridine / 1.) ether, 2.) DMF, ambient temperature 11: 1.) n-BuLi, 3.) H2O, KOH 12: 70 percent / Li, ethylamine / diethyl ether 13: 1.) n-BuLi / 1.) THF, HMPA, 2.) -78 deg C 14: 50 percent / Li, ethylamine / diethyl ether / -78 °C View Scheme | |
Multi-step reaction with 13 steps 1: 44 percent / SeO2 / aq. ethanol / 9 h / Heating 2: 72 percent / NaBH4 / methanol / 5 h / -10 °C 3: 94 percent / PBr3, pyridine / diethyl ether / 6 h / 0 °C 4: 1.) n-BuLi / 1.) THF, HMPA, hexane, -78 deg C, 1.5 h, 2.) 6 h 5: NaOMe / methanol / 2 h / Ambient temperature 7: 1.) n-BuLi, 3.) H2O, KOH 8: 63 percent / Li, ethylamine / diethyl ether / 1 h / -78 °C 9: 1.) PBr3, pyridine / 1.) ether, 2.) DMF, ambient temperature 10: 1.) n-BuLi, 3.) H2O, KOH 11: 70 percent / Li, ethylamine / diethyl ether 12: 1.) n-BuLi / 1.) THF, HMPA, 2.) -78 deg C 13: 50 percent / Li, ethylamine / diethyl ether / -78 °C View Scheme | |
Multi-step reaction with 15 steps 1: 44 percent / SeO2 / aq. ethanol / 9 h / Heating 2: 72 percent / NaBH4 / methanol / 5 h / -10 °C 3: 94 percent / PBr3, pyridine / diethyl ether / 6 h / 0 °C 4: 1.) n-BuLi / 1.) THF, HMPA, hexane, -78 deg C, 1.5 h, 2.) 6 h 5: NaOMe / methanol / 2 h / Ambient temperature 6: 264 mg / Li, ethylamine / diethyl ether / 1 h / -78 °C 7: 91 percent / PBr3, pyridine / diethyl ether / 6 h / -5 °C 8: 78 percent / dimethylformamide / 24 h / Ambient temperature 9: 1.) n-BuLi, 3.) H2O, KOH 10: 63 percent / Li, ethylamine / diethyl ether / 1 h / -78 °C 11: 1.) PBr3, pyridine / 1.) ether, 2.) DMF, ambient temperature 12: 1.) n-BuLi, 3.) H2O, KOH 13: 70 percent / Li, ethylamine / diethyl ether 14: 1.) n-BuLi / 1.) THF, HMPA, 2.) -78 deg C 15: 50 percent / Li, ethylamine / diethyl ether / -78 °C View Scheme |
2E,6E,10E-geranylgeranyl bromide
solanesol
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1: 78 percent / dimethylformamide / 24 h / Ambient temperature 2: 1.) n-BuLi, 3.) H2O, KOH 3: 63 percent / Li, ethylamine / diethyl ether / 1 h / -78 °C 4: 1.) PBr3, pyridine / 1.) ether, 2.) DMF, ambient temperature 5: 1.) n-BuLi, 3.) H2O, KOH 6: 70 percent / Li, ethylamine / diethyl ether 7: 1.) n-BuLi / 1.) THF, HMPA, 2.) -78 deg C 8: 50 percent / Li, ethylamine / diethyl ether / -78 °C View Scheme |
(2E,6E)-8-bromo-3,7-dimethylocta-2,6-dienyl acetate
solanesol
Conditions | Yield |
---|---|
Multi-step reaction with 11 steps 1: 1.) n-BuLi / 1.) THF, HMPA, hexane, -78 deg C, 1.5 h, 2.) 6 h 2: 5percent sodium amalgam, disodium hydrogen phosphate / methanol / 2 h / 0 °C 3: 91 percent / PBr3, pyridine / diethyl ether / 6 h / -5 °C 4: 78 percent / dimethylformamide / 24 h / Ambient temperature 5: 1.) n-BuLi, 3.) H2O, KOH 6: 63 percent / Li, ethylamine / diethyl ether / 1 h / -78 °C 7: 1.) PBr3, pyridine / 1.) ether, 2.) DMF, ambient temperature 8: 1.) n-BuLi, 3.) H2O, KOH 9: 70 percent / Li, ethylamine / diethyl ether 10: 1.) n-BuLi / 1.) THF, HMPA, 2.) -78 deg C 11: 50 percent / Li, ethylamine / diethyl ether / -78 °C View Scheme | |
Multi-step reaction with 10 steps 1: 1.) n-BuLi / 1.) THF, HMPA, hexane, -78 deg C, 1.5 h, 2.) 6 h 2: NaOMe / methanol / 2 h / Ambient temperature 4: 1.) n-BuLi, 3.) H2O, KOH 5: 63 percent / Li, ethylamine / diethyl ether / 1 h / -78 °C 6: 1.) PBr3, pyridine / 1.) ether, 2.) DMF, ambient temperature 7: 1.) n-BuLi, 3.) H2O, KOH 8: 70 percent / Li, ethylamine / diethyl ether 9: 1.) n-BuLi / 1.) THF, HMPA, 2.) -78 deg C 10: 50 percent / Li, ethylamine / diethyl ether / -78 °C View Scheme | |
Multi-step reaction with 12 steps 1: 1.) n-BuLi / 1.) THF, HMPA, hexane, -78 deg C, 1.5 h, 2.) 6 h 2: NaOMe / methanol / 2 h / Ambient temperature 3: 264 mg / Li, ethylamine / diethyl ether / 1 h / -78 °C 4: 91 percent / PBr3, pyridine / diethyl ether / 6 h / -5 °C 5: 78 percent / dimethylformamide / 24 h / Ambient temperature 6: 1.) n-BuLi, 3.) H2O, KOH 7: 63 percent / Li, ethylamine / diethyl ether / 1 h / -78 °C 8: 1.) PBr3, pyridine / 1.) ether, 2.) DMF, ambient temperature 9: 1.) n-BuLi, 3.) H2O, KOH 10: 70 percent / Li, ethylamine / diethyl ether 11: 1.) n-BuLi / 1.) THF, HMPA, 2.) -78 deg C 12: 50 percent / Li, ethylamine / diethyl ether / -78 °C View Scheme | |
Multi-step reaction with 7 steps 1: 1.) n-BuLi, 3.) H2O, KOH 2: 63 percent / Li, ethylamine / diethyl ether / 1 h / -78 °C 3: 1.) PBr3, pyridine / 1.) ether, 2.) DMF, ambient temperature 4: 1.) n-BuLi, 3.) H2O, KOH 5: 70 percent / Li, ethylamine / diethyl ether 6: 1.) n-BuLi / 1.) THF, HMPA, 2.) -78 deg C 7: 50 percent / Li, ethylamine / diethyl ether / -78 °C View Scheme | |
Multi-step reaction with 4 steps 1: 1.) n-BuLi, 3.) H2O, KOH 2: 70 percent / Li, ethylamine / diethyl ether 3: 1.) n-BuLi / 1.) THF, HMPA, 2.) -78 deg C 4: 50 percent / Li, ethylamine / diethyl ether / -78 °C View Scheme |
8-hydroxygeranyl acetate
solanesol
Conditions | Yield |
---|---|
Multi-step reaction with 12 steps 1: 94 percent / PBr3, pyridine / diethyl ether / 6 h / 0 °C 2: 1.) n-BuLi / 1.) THF, HMPA, hexane, -78 deg C, 1.5 h, 2.) 6 h 3: 5percent sodium amalgam, disodium hydrogen phosphate / methanol / 2 h / 0 °C 4: 91 percent / PBr3, pyridine / diethyl ether / 6 h / -5 °C 5: 78 percent / dimethylformamide / 24 h / Ambient temperature 6: 1.) n-BuLi, 3.) H2O, KOH 7: 63 percent / Li, ethylamine / diethyl ether / 1 h / -78 °C 8: 1.) PBr3, pyridine / 1.) ether, 2.) DMF, ambient temperature 9: 1.) n-BuLi, 3.) H2O, KOH 10: 70 percent / Li, ethylamine / diethyl ether 11: 1.) n-BuLi / 1.) THF, HMPA, 2.) -78 deg C 12: 50 percent / Li, ethylamine / diethyl ether / -78 °C View Scheme | |
Multi-step reaction with 11 steps 1: 94 percent / PBr3, pyridine / diethyl ether / 6 h / 0 °C 2: 1.) n-BuLi / 1.) THF, HMPA, hexane, -78 deg C, 1.5 h, 2.) 6 h 3: NaOMe / methanol / 2 h / Ambient temperature 5: 1.) n-BuLi, 3.) H2O, KOH 6: 63 percent / Li, ethylamine / diethyl ether / 1 h / -78 °C 7: 1.) PBr3, pyridine / 1.) ether, 2.) DMF, ambient temperature 8: 1.) n-BuLi, 3.) H2O, KOH 9: 70 percent / Li, ethylamine / diethyl ether 10: 1.) n-BuLi / 1.) THF, HMPA, 2.) -78 deg C 11: 50 percent / Li, ethylamine / diethyl ether / -78 °C View Scheme | |
Multi-step reaction with 13 steps 1: 94 percent / PBr3, pyridine / diethyl ether / 6 h / 0 °C 2: 1.) n-BuLi / 1.) THF, HMPA, hexane, -78 deg C, 1.5 h, 2.) 6 h 3: NaOMe / methanol / 2 h / Ambient temperature 4: 264 mg / Li, ethylamine / diethyl ether / 1 h / -78 °C 5: 91 percent / PBr3, pyridine / diethyl ether / 6 h / -5 °C 6: 78 percent / dimethylformamide / 24 h / Ambient temperature 7: 1.) n-BuLi, 3.) H2O, KOH 8: 63 percent / Li, ethylamine / diethyl ether / 1 h / -78 °C 9: 1.) PBr3, pyridine / 1.) ether, 2.) DMF, ambient temperature 10: 1.) n-BuLi, 3.) H2O, KOH 11: 70 percent / Li, ethylamine / diethyl ether 12: 1.) n-BuLi / 1.) THF, HMPA, 2.) -78 deg C 13: 50 percent / Li, ethylamine / diethyl ether / -78 °C View Scheme | |
Multi-step reaction with 8 steps 1: 94 percent / PBr3, pyridine / diethyl ether / 6 h / 0 °C 2: 1.) n-BuLi, 3.) H2O, KOH 3: 63 percent / Li, ethylamine / diethyl ether / 1 h / -78 °C 4: 1.) PBr3, pyridine / 1.) ether, 2.) DMF, ambient temperature 5: 1.) n-BuLi, 3.) H2O, KOH 6: 70 percent / Li, ethylamine / diethyl ether 7: 1.) n-BuLi / 1.) THF, HMPA, 2.) -78 deg C 8: 50 percent / Li, ethylamine / diethyl ether / -78 °C View Scheme | |
Multi-step reaction with 5 steps 1: 94 percent / PBr3, pyridine / diethyl ether / 6 h / 0 °C 2: 1.) n-BuLi, 3.) H2O, KOH 3: 70 percent / Li, ethylamine / diethyl ether 4: 1.) n-BuLi / 1.) THF, HMPA, 2.) -78 deg C 5: 50 percent / Li, ethylamine / diethyl ether / -78 °C View Scheme |
(2E,6E)-3,7-dimethyl-8-oxoocta-2,6-dien-1-yl acetate
solanesol
Conditions | Yield |
---|---|
Multi-step reaction with 13 steps 1: 72 percent / NaBH4 / methanol / 5 h / -10 °C 2: 94 percent / PBr3, pyridine / diethyl ether / 6 h / 0 °C 3: 1.) n-BuLi / 1.) THF, HMPA, hexane, -78 deg C, 1.5 h, 2.) 6 h 4: 5percent sodium amalgam, disodium hydrogen phosphate / methanol / 2 h / 0 °C 5: 91 percent / PBr3, pyridine / diethyl ether / 6 h / -5 °C 6: 78 percent / dimethylformamide / 24 h / Ambient temperature 7: 1.) n-BuLi, 3.) H2O, KOH 8: 63 percent / Li, ethylamine / diethyl ether / 1 h / -78 °C 9: 1.) PBr3, pyridine / 1.) ether, 2.) DMF, ambient temperature 10: 1.) n-BuLi, 3.) H2O, KOH 11: 70 percent / Li, ethylamine / diethyl ether 12: 1.) n-BuLi / 1.) THF, HMPA, 2.) -78 deg C 13: 50 percent / Li, ethylamine / diethyl ether / -78 °C View Scheme | |
Multi-step reaction with 12 steps 1: 72 percent / NaBH4 / methanol / 5 h / -10 °C 2: 94 percent / PBr3, pyridine / diethyl ether / 6 h / 0 °C 3: 1.) n-BuLi / 1.) THF, HMPA, hexane, -78 deg C, 1.5 h, 2.) 6 h 4: NaOMe / methanol / 2 h / Ambient temperature 6: 1.) n-BuLi, 3.) H2O, KOH 7: 63 percent / Li, ethylamine / diethyl ether / 1 h / -78 °C 8: 1.) PBr3, pyridine / 1.) ether, 2.) DMF, ambient temperature 9: 1.) n-BuLi, 3.) H2O, KOH 10: 70 percent / Li, ethylamine / diethyl ether 11: 1.) n-BuLi / 1.) THF, HMPA, 2.) -78 deg C 12: 50 percent / Li, ethylamine / diethyl ether / -78 °C View Scheme | |
Multi-step reaction with 14 steps 1: 72 percent / NaBH4 / methanol / 5 h / -10 °C 2: 94 percent / PBr3, pyridine / diethyl ether / 6 h / 0 °C 3: 1.) n-BuLi / 1.) THF, HMPA, hexane, -78 deg C, 1.5 h, 2.) 6 h 4: NaOMe / methanol / 2 h / Ambient temperature 5: 264 mg / Li, ethylamine / diethyl ether / 1 h / -78 °C 6: 91 percent / PBr3, pyridine / diethyl ether / 6 h / -5 °C 7: 78 percent / dimethylformamide / 24 h / Ambient temperature 8: 1.) n-BuLi, 3.) H2O, KOH 9: 63 percent / Li, ethylamine / diethyl ether / 1 h / -78 °C 10: 1.) PBr3, pyridine / 1.) ether, 2.) DMF, ambient temperature 11: 1.) n-BuLi, 3.) H2O, KOH 12: 70 percent / Li, ethylamine / diethyl ether 13: 1.) n-BuLi / 1.) THF, HMPA, 2.) -78 deg C 14: 50 percent / Li, ethylamine / diethyl ether / -78 °C View Scheme |
Geranylgeraniol
solanesol
Conditions | Yield |
---|---|
Multi-step reaction with 9 steps 1: 91 percent / PBr3, pyridine / diethyl ether / 6 h / -5 °C 2: 78 percent / dimethylformamide / 24 h / Ambient temperature 3: 1.) n-BuLi, 3.) H2O, KOH 4: 63 percent / Li, ethylamine / diethyl ether / 1 h / -78 °C 5: 1.) PBr3, pyridine / 1.) ether, 2.) DMF, ambient temperature 6: 1.) n-BuLi, 3.) H2O, KOH 7: 70 percent / Li, ethylamine / diethyl ether 8: 1.) n-BuLi / 1.) THF, HMPA, 2.) -78 deg C 9: 50 percent / Li, ethylamine / diethyl ether / -78 °C View Scheme |
3,7-dimethyl-1-(p-toluenesulfonyl)-2(E),6-octadiene
solanesol
Conditions | Yield |
---|---|
Multi-step reaction with 11 steps 1: 1.) n-BuLi / 1.) THF, HMPA, hexane, -78 deg C, 1.5 h, 2.) 6 h 2: 5percent sodium amalgam, disodium hydrogen phosphate / methanol / 2 h / 0 °C 3: 91 percent / PBr3, pyridine / diethyl ether / 6 h / -5 °C 4: 78 percent / dimethylformamide / 24 h / Ambient temperature 5: 1.) n-BuLi, 3.) H2O, KOH 6: 63 percent / Li, ethylamine / diethyl ether / 1 h / -78 °C 7: 1.) PBr3, pyridine / 1.) ether, 2.) DMF, ambient temperature 8: 1.) n-BuLi, 3.) H2O, KOH 9: 70 percent / Li, ethylamine / diethyl ether 10: 1.) n-BuLi / 1.) THF, HMPA, 2.) -78 deg C 11: 50 percent / Li, ethylamine / diethyl ether / -78 °C View Scheme | |
Multi-step reaction with 10 steps 1: 1.) n-BuLi / 1.) THF, HMPA, hexane, -78 deg C, 1.5 h, 2.) 6 h 2: NaOMe / methanol / 2 h / Ambient temperature 4: 1.) n-BuLi, 3.) H2O, KOH 5: 63 percent / Li, ethylamine / diethyl ether / 1 h / -78 °C 6: 1.) PBr3, pyridine / 1.) ether, 2.) DMF, ambient temperature 7: 1.) n-BuLi, 3.) H2O, KOH 8: 70 percent / Li, ethylamine / diethyl ether 9: 1.) n-BuLi / 1.) THF, HMPA, 2.) -78 deg C 10: 50 percent / Li, ethylamine / diethyl ether / -78 °C View Scheme | |
Multi-step reaction with 12 steps 1: 1.) n-BuLi / 1.) THF, HMPA, hexane, -78 deg C, 1.5 h, 2.) 6 h 2: NaOMe / methanol / 2 h / Ambient temperature 3: 264 mg / Li, ethylamine / diethyl ether / 1 h / -78 °C 4: 91 percent / PBr3, pyridine / diethyl ether / 6 h / -5 °C 5: 78 percent / dimethylformamide / 24 h / Ambient temperature 6: 1.) n-BuLi, 3.) H2O, KOH 7: 63 percent / Li, ethylamine / diethyl ether / 1 h / -78 °C 8: 1.) PBr3, pyridine / 1.) ether, 2.) DMF, ambient temperature 9: 1.) n-BuLi, 3.) H2O, KOH 10: 70 percent / Li, ethylamine / diethyl ether 11: 1.) n-BuLi / 1.) THF, HMPA, 2.) -78 deg C 12: 50 percent / Li, ethylamine / diethyl ether / -78 °C View Scheme |
(E)-1-O-acetyl-4-chloro-3-methyl-2-buten-1-ol
solanesol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1.) n-BuLi / 1.) THF, HMPA, 2.) -78 deg C 2: 50 percent / Li, ethylamine / diethyl ether / -78 °C View Scheme |
Molecular Formula: C45H74O
Molecular Weight: 631.07 g/mol
Index of Refraction: 1.506
Density: 0.889 g/cm3
Flash Point: 130.2 °C
Enthalpy of Vaporization: 114.99 kJ/mol
Boiling Point: 685.6 °C at 760 mmHg
Vapour Pressure: 9.21E-22 mmHg at 25 °C
Melting point: 33 °C
Storage tempreture: -20 °C
Appearance: Brown waxy solid
Structure of Solanesol (CAS NO.13190-97-1):
Product Category of Solanesol (CAS NO.13190-97-1): Miscellaneous Natural Products;Nicotine Derivatives;Biochemistry;Terpenes;Natural Plant Extract
Solanesol (CAS NO.13190-97-1) is ahigh molecular weight isoprenoid alcohol isolated from tobacco leaf.
RTECS : MP5366666
Solanesol , its cas register number is 13190-97-1. It also can be called 3,7,11,15,19,23,27,31,35-Nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaen-1-ol .