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Cas Database |
| Name |
9,9-Didodecyl-2,7-dibromofluorene |
EINECS | N/A |
| CAS No. | 286438-45-7 | Density | 1.13 g/cm3 |
| PSA | 0.00000 | LogP | 14.10010 |
| Solubility | N/A | Melting Point |
50-55 °C(lit.) |
| Formula | C37H56Br2 | Boiling Point | 651.4 °C at 760 mmHg |
| Molecular Weight | 660.66 | Flash Point | 393.7 °C |
| Transport Information | N/A | Appearance | N/A |
| Safety | 22-24/25 | Risk Codes | N/A |
| Molecular Structure |
|
Hazard Symbols | N/A |
| Synonyms |
2,7-Dibromo-9,9-didodecyl-9H-fluorene;2,7-Dibromo-9,9-didodecylfluorene; |
Article Data | 15 |
9,9-Didodecyl-2,7-dibromofluorene Synthetic route
- 16433-88-8
2,7-dibromo-9H-fluorene
- 143-15-7
1-dodecylbromide
- 286438-45-7
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% |
- 123864-03-9
9,9-didodecyl-9H-fluorene
- 286438-45-7
2,7-dibromo-9,9-di-n-dodecylfluorene
| Conditions | Yield |
|---|---|
| With bromine; iodine In dichloromethane at 20℃; for 20h; | 80% |
- 86-73-7
9H-fluorene
- 286438-45-7
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 |
- 143-15-7
1-dodecylbromide
- 286438-45-7
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 |
- 286438-45-7
2,7-dibromo-9,9-di-n-dodecylfluorene
- 1066-45-1
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% |
- 286438-45-7
2,7-dibromo-9,9-di-n-dodecylfluorene
- 61676-62-8
2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
- 749900-93-4
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% |
- 286438-45-7
2,7-dibromo-9,9-di-n-dodecylfluorene
- 1066-54-2
trimethylsilylacetylene
- 1427465-81-3
((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; |
- 286438-45-7
2,7-dibromo-9,9-di-n-dodecylfluorene
- 68-12-2, 33513-42-7
N,N-dimethyl-formamide
- 1450727-06-6
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% |
- 286438-45-7
2,7-dibromo-9,9-di-n-dodecylfluorene
- 73183-34-3
bis(pinacol)diborane
- 749900-93-4
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% |
- 286438-45-7
2,7-dibromo-9,9-di-n-dodecylfluorene
- 115-19-5
2-methyl-but-3-yn-2-ol
- 1275593-74-2
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% |
9,9-Didodecyl-2,7-dibromofluorene Specification
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
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