4,4,5,5-tetramethyl-2-(9,9'-spirobi[9H-fluoren]-4-yl)-1,3,2-Dioxaborolane
- Product Name
- 4,4,5,5-tetramethyl-2-(9,9'-spirobi[9H-fluoren]-4-yl)-1,3,2-Dioxaborolane
- CAS No.
- 1161009-89-7
- Chemical Name
- 4,4,5,5-tetramethyl-2-(9,9'-spirobi[9H-fluoren]-4-yl)-1,3,2-Dioxaborolane
- Synonyms
- 4-(9,9'-Spirobifluorenyl)pinacolboronate;9,9'-Spirobi[fluorene]-4-boronic Acid Pinacol Ester;(9,9'-Spirobi[fluoren]-4-yl)boronic Acid Pinacol Ester;9,9'-Spirobi[9H-fluoren]-4-ylboronic acid pinacol ester;Name: 9,9'-Spirobi[9H-fluoren]-4-ylboronic acid pinacol ester;4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-9,9'-spirobi[fluorene];2-(9,9'-Spirobi[fluoren]-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan -2-yl)-9,9'-spirobi[fluorene];2-(9,9'-spirobi[fluorene]-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;4,4,5,5-tetramethyl-2-(9,9'-spirobi[9H-fluoren]-4-yl)-1,3,2-Dioxaborolane
- CBNumber
- CB73060163
- Molecular Formula
- C31H27BO2
- Formula Weight
- 442.36
- MOL File
- 1161009-89-7.mol
4,4,5,5-tetramethyl-2-(9,9'-spirobi[9H-fluoren]-4-yl)-1,3,2-Dioxaborolane Property
- Melting point:
- 216.0 to 220.0 °C
- Boiling point:
- 585.6±29.0 °C(Predicted)
- Density
- 1.23±0.1 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- form
- powder to crystal
- color
- White to Almost white
Safety
- HS Code
- 2931.90.6000
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- S0994
- Product name
- 2-(9,9'-Spirobi[fluoren]-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 200mg
- Price
- $55
- Updated
- 2025/07/31
- Product number
- S0994
- Product name
- 2-(9,9'-Spirobi[fluoren]-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 1g
- Price
- $166
- Updated
- 2025/07/31
- Product number
- S683015
- Product name
- 4-(9,9''-Spirobifluorenyl)pinacolboronate
- Packaging
- 100mg
- Price
- $70
- Updated
- 2021/12/16
- Product number
- 0483DU
- Product name
- 2-(9,9'-Spirobi[fluoren]-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
- Packaging
- 5g
- Price
- $297
- Updated
- 2021/12/16
- Product number
- 0483DU
- Product name
- 2-(9,9'-Spirobi[fluoren]-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
- Packaging
- 10g
- Price
- $462
- Updated
- 2021/12/16
4,4,5,5-tetramethyl-2-(9,9'-spirobi[9H-fluoren]-4-yl)-1,3,2-Dioxaborolane Chemical Properties,Usage,Production
Uses
4-(9,9''-Spirobifluorenyl)pinacolboronate acts as a reagent in the synthesis of new blue dual-core OIED emitters using Suzuki coupling reactions with (spirobifluorenyl)pinacolboronate or (borophenyl)carbazole.
Synthesis
1161009-88-6
73183-34-3
1161009-89-7
General procedure for the synthesis of 2-(9,9'-spirobi[fluoren]-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolanes from 4-bromo-9,9'-spirobi(fluorene) and bipinacolate: 1. 60 g (152 mmol) of 4-bromo-9,9'-spirobifluorene, 47.2 g (182.1 mmol) of pinacol ester of bisboronic acid, 3.72 g (4.55 mmol) of 1,1'-bis(diphenylphosphino)-ferrocene-palladium(II) dichloromethane complex and 44.7 g (455 mmol) of potassium acetate were dissolved in 600 ml of toluene. 2. The reaction mixture was heated under reflux conditions for 16 hours. 3. After completion of the reaction, cool to room temperature, add 200 ml of water and continue stirring for 30 minutes. 4. Separate the organic phase and filter through a short diatomaceous earth bed. 5. The solvent was removed by pressure reducing distillation. 6. The residue was purified by multiple recrystallization through a heptane/toluene solvent mixture. 7. 67.1 g of product was obtained in 96% yield.
References
[1] Patent: WO2016/78738, 2016, A1. Location in patent: Page/Page column 66
[2] Patent: WO2012/56919, 2012, A1. Location in patent: Page/Page column 35; 37
[3] Patent: CN108658932, 2018, A. Location in patent: Paragraph 0066; 0067; 0068
4,4,5,5-tetramethyl-2-(9,9'-spirobi[9H-fluoren]-4-yl)-1,3,2-Dioxaborolane Preparation Products And Raw materials
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View Lastest Price from 4,4,5,5-tetramethyl-2-(9,9'-spirobi[9H-fluoren]-4-yl)-1,3,2-Dioxaborolane manufacturers
- Product
- 4,4,5,5-tetramethyl-2-(9,9'-spirobi[9H-fluoren]-4-yl)-1,3,2-Dioxaborolane 1161009-89-7
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 98.00%
- Supply Ability
- 150KG /month
- Release date
- 2021-11-12
- Product
- 4,4,5,5-tetramethyl-2-(9,9'-spirobi[9H-fluoren]-4-yl)-1,3,2-Dioxaborolane 1161009-89-7
- Price
- US $2.00/KG
- Min. Order
- 1KG
- Purity
- 98%MIN
- Supply Ability
- ASK
- Release date
- 2019-12-25