2,7-dibromo-9H-fluorene
1-dodecylbromide
2,7-dibromo-9,9-di-n-dodecylfluorene
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran at 0 - 20℃; for 12h; | 92% |
With tetrabutylammomium bromide; water; sodium hydroxide In dimethyl sulfoxide at 20℃; for 3h; | 87% |
With tetrabutylammomium bromide; sodium hydroxide In water; toluene at 80℃; for 24h; Inert atmosphere; | 86.6% |
9,9-didodecyl-9H-fluorene
2,7-dibromo-9,9-di-n-dodecylfluorene
Conditions | Yield |
---|---|
With bromine; iodine In dichloromethane at 20℃; for 20h; | 80% |
9H-fluorene
2,7-dibromo-9,9-di-n-dodecylfluorene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: n-BuLi / hexane; tetrahydrofuran / 1.5 h / -60 °C 1.2: 80 percent / tetrahydrofuran; hexane / 0.5 h / -60 °C 2.1: 80 percent / bromine / I2 / CH2Cl2 / 20 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: bromine; iodine / dichloromethane / 15 h / 20 °C 2: potassium tert-butylate / tetrahydrofuran / 12 h / 0 - 20 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: acetic acid; N-Bromosuccinimide; hydrogen bromide / 3 h / 20 °C 2.1: potassium hydroxide / toluene / 1 h / Inert atmosphere 2.2: 12 h / 60 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 2 steps 1: bromine / chloroform / 10 h / 0 °C / Darkness 2: sodium hydroxide; tetrabutylammomium bromide / toluene; water / 24 h / 80 °C / Inert atmosphere View Scheme |
1-dodecylbromide
2,7-dibromo-9,9-di-n-dodecylfluorene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: n-BuLi / hexane; tetrahydrofuran / 1.5 h / -60 °C 1.2: 80 percent / tetrahydrofuran; hexane / 0.5 h / -60 °C 2.1: 80 percent / bromine / I2 / CH2Cl2 / 20 h / 20 °C View Scheme |
2,7-dibromo-9,9-di-n-dodecylfluorene
trimethyltin(IV)chloride
Conditions | Yield |
---|---|
Stage #1: 2,7-dibromo-9,9-di-n-dodecylfluorene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Stage #2: trimethyltin(IV)chloride In tetrahydrofuran; hexane at -78 - 20℃; for 12h; | 96% |
2,7-dibromo-9,9-di-n-dodecylfluorene
2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
2,2'-(9,9-didodecyl-9H-fluorene-2,7-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)
Conditions | Yield |
---|---|
Stage #1: 2,7-dibromo-9,9-di-n-dodecylfluorene With tert.-butyl lithium In tetrahydrofuran; pentane at -78℃; for 1h; Inert atmosphere; Stage #2: 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane In tetrahydrofuran; pentane at -78 - 20℃; Inert atmosphere; | 90% |
With tert.-butyl lithium In not given 1) t-BuLi, -78°C; 2.) dioxaborolane; | 90% |
Stage #1: 2,7-dibromo-9,9-di-n-dodecylfluorene With tert.-butyl lithium In tetrahydrofuran; pentane at -78℃; for 0.5h; Inert atmosphere; Stage #2: 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane In tetrahydrofuran; pentane at -78 - 20℃; Inert atmosphere; | 90% |
2,7-dibromo-9,9-di-n-dodecylfluorene
trimethylsilylacetylene
((9,9-didodecylfluorene-2,7-diyl)bis(ethyne-2,1-diyl))bis(trimethylsilane)
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide at 20 - 70℃; for 12.5h; Sonogashira Cross-Coupling; Alkaline conditions; | 89% |
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 70℃; for 12h; | 89% |
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide at 20 - 75℃; Sonogashira Cross-Coupling; Inert atmosphere; | 73% |
Stage #1: 2,7-dibromo-9,9-di-n-dodecylfluorene With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine In tetrahydrofuran for 0.1h; Sonogashira Cross-Coupling; Inert atmosphere; Glovebox; Sealed tube; Stage #2: trimethylsilylacetylene In tetrahydrofuran at 70℃; Sonogashira Cross-Coupling; Inert atmosphere; Sealed tube; Glovebox; | 54.5% |
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; N-ethyl-N,N-diisopropylamine at 75℃; for 20h; Sonogashira Cross-Coupling; Inert atmosphere; Schlenk technique; |
2,7-dibromo-9,9-di-n-dodecylfluorene
N,N-dimethyl-formamide
9,9-didodecyl-9H-fluorene-2,7-dicarbaldehyde
Conditions | Yield |
---|---|
Stage #1: 2,7-dibromo-9,9-di-n-dodecylfluorene With n-butyllithium In diethyl ether at -78℃; for 0.5h; Stage #2: N,N-dimethyl-formamide In diethyl ether at -78 - 20℃; | 88% |
2,7-dibromo-9,9-di-n-dodecylfluorene
bis(pinacol)diborane
2,2'-(9,9-didodecyl-9H-fluorene-2,7-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)
Conditions | Yield |
---|---|
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In N,N-dimethyl-formamide at 90℃; for 12h; | 87% |
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In 1,4-dioxane at 80℃; Miyaura reaction; Inert atmosphere; | 76% |
Stage #1: 2,7-dibromo-9,9-di-n-dodecylfluorene; bis(pinacol)diborane With potassium acetate In 1,4-dioxane; dimethyl sulfoxide for 1h; Inert atmosphere; Stage #2: With palladium bis[bis(diphenylphosphino)ferrocene] dichloride In 1,4-dioxane; dimethyl sulfoxide at 80℃; for 12h; Inert atmosphere; | 74% |
2,7-dibromo-9,9-di-n-dodecylfluorene
2-methyl-but-3-yn-2-ol
4,4'-(9,9-didodecyl-9H-fluorene-2,7-diyl)bis(2-methylbut-3-yn-2-ol)
Conditions | Yield |
---|---|
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine In tetrahydrofuran at 60℃; for 20h; Sonogashira coupling; Inert atmosphere; | 87% |
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine In tetrahydrofuran for 10h; Reflux; Inert atmosphere; | 42.8% |
2,7-dibromo-9,9-di-n-dodecylfluorene
9H-carbazole
Conditions | Yield |
---|---|
With potassium phosphate; copper(l) iodide; trans-1,2-Diaminocyclohexane In toluene for 24h; Ullmann Condensation; Inert atmosphere; Reflux; | 87% |
2,7-dibromo-9,9-di-n-dodecylfluorene
Conditions | Yield |
---|---|
With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In diethyl ether; hexane at -78 - 20℃; | 85% |
2,7-dibromo-9,9-di-n-dodecylfluorene
3,6-di(N-carbazolyl)carbazole
Conditions | Yield |
---|---|
With potassium phosphate; copper(l) iodide; trans-1,2-cyclohexanediamine In toluene for 24h; Ullmann Condensation; Reflux; Inert atmosphere; | 76% |
2,7-dibromo-9,9-di-n-dodecylfluorene
3,6-bis(3,6-di-tert-butylcarbazol-N-yl)carbazole
Conditions | Yield |
---|---|
With potassium phosphate; copper(l) iodide; trans-1,2-Diaminocyclohexane In toluene for 24h; Ullmann Condensation; Inert atmosphere; Reflux; | 76% |
2,7-dibromo-9,9-di-n-dodecylfluorene
9H-carbazole
Conditions | Yield |
---|---|
With potassium phosphate; copper(l) iodide; trans-1,2-Diaminocyclohexane In toluene for 24h; Ullmann Condensation; Inert atmosphere; Reflux; | 75% |
With potassium phosphate; copper(l) iodide; trans-1,2-cyclohexanediamine In toluene for 24h; Ullmann Condensation; Reflux; Inert atmosphere; | 73% |
2,7-dibromo-9,9-di-n-dodecylfluorene
Conditions | Yield |
---|---|
With ammonium cerium (IV) nitrate; sulfuric acid In dichloromethane at 0℃; for 1h; | 74.56% |
2,7-dibromo-9,9-di-n-dodecylfluorene
3,6-di(tert-butyl)-9H-carbazole
Conditions | Yield |
---|---|
With potassium phosphate; copper(l) iodide; trans-1,2-Diaminocyclohexane In toluene for 24h; Ullmann Condensation; Inert atmosphere; Reflux; | 73% |
2,7-dibromo-9,9-di-n-dodecylfluorene
9,9-didodecyl-2,7-dicyanofluorene
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide for 24h; Heating; | 70% |
2,7-dibromo-9,9-di-n-dodecylfluorene
3,6-di{3,6-di(9H-carbazol-9-yl)-9H-carbazol-9-yl}-9H-carbazole
Conditions | Yield |
---|---|
With potassium phosphate; copper(l) iodide; trans-1,2-cyclohexanediamine In toluene for 24h; Ullmann Condensation; Reflux; Inert atmosphere; | 70% |
2,7-dibromo-9,9-di-n-dodecylfluorene
3,6-bis[3,6-bis(3,6-di-tert-butylcarbazol-N-yl)carbazol-N-yl]carbazole
2-bromo-7-{3,6-bis[3,6-bis(3,6-di(tert-butyl)-9H-carbazol-9-yl)-9H-carbazol-9-yl]-9H-carbazol-9-yl}-9,9-didodecyl-9H-fluorene
Conditions | Yield |
---|---|
With potassium phosphate; copper(l) iodide; trans-1,2-Diaminocyclohexane In toluene for 24h; Ullmann Condensation; Inert atmosphere; Reflux; | 70% |
2,7-dibromo-9,9-di-n-dodecylfluorene
pinacol vinylboronate
Conditions | Yield |
---|---|
With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine In N,N-dimethyl-formamide at 110℃; for 7h; Inert atmosphere; | 69% |
Conditions | Yield |
---|---|
With palladium diacetate; triethylamine; triphenylphosphine In N,N-dimethyl-formamide at 110℃; for 48h; Heck Reaction; Inert atmosphere; | 54% |
2,7-dibromo-9,9-di-n-dodecylfluorene
2,7-diazido-9,9-didodecane-fluorene
Conditions | Yield |
---|---|
With 4-toluenesulfonyl azide; tert.-butyl lithium In tetrahydrofuran; pentane at -78℃; | 53% |
With n-butyllithium; 4-toluenesulfonyl azide In tetrahydrofuran Inert atmosphere; | 8% |
Multi-step reaction with 2 steps 1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 80 °C / Inert atmosphere; Schlenk technique 2: sodium azide; copper(l) iodide / methanol / 8 h / 55 °C View Scheme |
2,7-dibromo-9,9-di-n-dodecylfluorene
acetyl chloride
9,9-didodecyl-2,7-bis(acetylthio)fluorene
Conditions | Yield |
---|---|
Stage #1: 2,7-dibromo-9,9-di-n-dodecylfluorene With sodium thiomethoxide at 120℃; for 18h; Inert atmosphere; Stage #2: acetyl chloride at 20℃; for 3h; Inert atmosphere; | 48% |
2,7-dibromo-9,9-di-n-dodecylfluorene
thianthren-1-yl boronic acid
2,7-bis(1-thianthrene)-9,9-didodecylfluorene
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene at 90℃; for 24h; Suzuki Coupling; Inert atmosphere; | 47% |
2,7-dibromo-9,9-di-n-dodecylfluorene
carbon dioxide
2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
C44H69BO4
Conditions | Yield |
---|---|
Stage #1: 2,7-dibromo-9,9-di-n-dodecylfluorene With n-butyllithium In tetrahydrofuran at -78℃; for 0.916667h; Inert atmosphere; Stage #2: 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane In tetrahydrofuran at -78 - -50℃; for 1.08333h; Stage #3: carbon dioxide Further stages; | 36% |
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); tetrabutylammomium bromide; potassium carbonate In tetrahydrofuran; water at 90℃; for 12h; Suzuki coupling; Inert atmosphere; | 33% |
2,7-dibromo-9,9-di-n-dodecylfluorene
C26H42BNO4S
C77H116N2O4S2
Conditions | Yield |
---|---|
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); XPhos In 1,2-dimethoxyethane at 120℃; for 16h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere; Glovebox; | 32% |
2,7-dibromo-9,9-di-n-dodecylfluorene
4-bromobenzenemethanol
Conditions | Yield |
---|---|
With bis(1,5-cyclooctadiene)nickel (0); 1,5-cis,cis-cyclooctadiene; 1,1'-bipyridyl In pentane at 85℃; for 48h; |
2,7-dibromo-9,9-di-n-dodecylfluorene
9,9-didodecylfluorene-2,7-dicarboxylic acid dichloride
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 70 percent / dimethylformamide / 24 h / Heating 2: 75 percent / phosphoric acid; H2O / 24 h / 170 °C 3: 81 percent / thionyl chloride / DMF / 13 h / 20 - 50 °C View Scheme |
2,7-dibromo-9,9-di-n-dodecylfluorene
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 70 percent / dimethylformamide / 24 h / Heating 2: 75 percent / phosphoric acid; H2O / 24 h / 170 °C 3: 81 percent / thionyl chloride / DMF / 13 h / 20 - 50 °C 4: 80 percent / triethylamine / benzene / 7 h / 20 - 50 °C 5: phosgene / DMF / toluene / 13 h / 20 - 40 °C 6: potassium tert-butoxide / tetrahydrofuran / 1 h / -10 - 0 °C View Scheme |
2,7-dibromo-9,9-di-n-dodecylfluorene
9,9-didodecylfluorene-2,7-dicarboxylic acid diallylamide
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 70 percent / dimethylformamide / 24 h / Heating 2: 75 percent / phosphoric acid; H2O / 24 h / 170 °C 3: 81 percent / thionyl chloride / DMF / 13 h / 20 - 50 °C 4: 80 percent / triethylamine / benzene / 7 h / 20 - 50 °C View Scheme |
The 9H-Fluorene,2,7-dibromo-9,9-didodecyl-, with the CAS registry number 286438-45-7, is also known as 2,7-Dibromo-9,9-didodecylfluorene. It belongs to the product categories of Fluorene Derivatives; Organic Electronics and Photonics; Polyfluorene (PFO, PFE) Monomers; Synthetic Tools and Reagents. This chemical's molecular formula is C37H56Br2 and formula weight is 660.65. What's more, its systematic name is 2,7-dibromo-9,9-didodecyl-9H-fluorene. It is stable at common pressure and temperature, and it should be sealed and stored in a cool and dry place. What's more, it should be protected from strong oxidizers. You should not breathe dust. When using it, you should avoid contacting with skin and eyes.
Physical properties of 9H-Fluorene,2,7-dibromo-9,9-didodecyl- are: (1)ACD/LogP: 18.43; (2)# of Rule of 5 Violations: 2; (3)ACD/LogD (pH 5.5): 18.43; (4)ACD/BCF (pH 5.5): 1000000; (5)ACD/KOC (pH 5.5): 10000000; (6)#Freely Rotating Bonds: 22; (7)Index of Refraction: 1.529; (8)Molar Refractivity: 180.39 cm3; (9)Molar Volume: 584.4 cm3; (10)Surface Tension: 38.5 dyne/cm; (11)Density: 1.13 g/cm3; (12)Flash Point: 393.7 °C; (13)Enthalpy of Vaporization: 92.51 kJ/mol; (14)Boiling Point: 651.4 °C at 760 mmHg; (15)Vapour Pressure: 3.92E-16 mmHg at 25°C.
You can still convert the following datas into molecular structure:
(1)SMILES: Brc3ccc2c1ccc(Br)cc1C(c2c3)(CCCCCCCCCCCC)CCCCCCCCCCCC
(2)InChI: InChI=1S/C37H56Br2/c1-3-5-7-9-11-13-15-17-19-21-27-37(28-22-20-18-16-14-12-10-8-6-4-2)35-29-31(38)23-25-33(35)34-26-24-32(39)30-36(34)37/h23-26,29-30H,3-22,27-28H2,1-2H3
(3)InChIKey: KFOUJVGPGBSIFB-UHFFFAOYSA-N
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View