1,3,2-DIOXABOROLANE, 2-(9,9-DIMETHYL-9H-FLUOREN-2-YL)-4,4,5,5-TETRAMETHYL
- Product Name
- 1,3,2-DIOXABOROLANE, 2-(9,9-DIMETHYL-9H-FLUOREN-2-YL)-4,4,5,5-TETRAMETHYL
- CAS No.
- 569343-09-5
- Chemical Name
- 1,3,2-DIOXABOROLANE, 2-(9,9-DIMETHYL-9H-FLUOREN-2-YL)-4,4,5,5-TETRAMETHYL
- Synonyms
- FL-B;FL-BE;Fluorene-2-boronic acid pyranoside;1,3,2-Dioxaborolane,2-(9,9-dimethyl-9H-fluoren-2-;9,9-Dimethylfluorene-2-boronicacidpinacolester,95%;9,9-DiMethylfluorene-2-boronic acid pinacol ester, 95%;2-(9,9-DIMETHYL-9H-FLUOROEN-2-YL)-4,4,5,5-TETRAMETHYL-1,3;2-(9,9-dimethylfluoren-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxa...;9,9-Dimethyl-2-(4,4',5,5'-tetramethyl-1,3,2-dioxaborolano)fluorene;2-(9,9-dimethylfluoren-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
- CBNumber
- CB9836662
- Molecular Formula
- C21H25BO2
- Formula Weight
- 320.23
- MOL File
- 569343-09-5.mol
1,3,2-DIOXABOROLANE, 2-(9,9-DIMETHYL-9H-FLUOREN-2-YL)-4,4,5,5-TETRAMETHYL Property
- Melting point:
- 134.0 to 138.0 °C
- Boiling point:
- 443.1±24.0 °C(Predicted)
- Density
- 1.09±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
- InChI
- InChI=1S/C21H25BO2/c1-19(2)17-10-8-7-9-15(17)16-12-11-14(13-18(16)19)22-23-20(3,4)21(5,6)24-22/h7-13H,1-6H3
- InChIKey
- DAZFRJAIIUPRQZ-UHFFFAOYSA-N
- SMILES
- O1C(C)(C)C(C)(C)OB1C1C=CC2C3=C(C(C)(C)C=2C=1)C=CC=C3
Safety
- WGK Germany
- 3
- HS Code
- 2931900090
N-Bromosuccinimide Price
- Product number
- 729280
- Product name
- 9,9-Dimethylfluorene-2-boronic acid pinacol ester
- Purity
- 95%
- Packaging
- 1g
- Price
- $81
- Updated
- 2023/06/20
- Product number
- D5018
- Product name
- 2-(9,9-Dimethyl-9H-fluoren-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 1g
- Price
- $39
- Updated
- 2025/07/31
- Product number
- D5018
- Product name
- 2-(9,9-Dimethyl-9H-fluoren-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 5g
- Price
- $133
- Updated
- 2025/07/31
- Product number
- D485278
- Product name
- 1,3,2-Dioxaborolane,2-(9,9-dimethyl-9h-fluoren-2-yl)-4,4,5,5-tetramethyl
- Packaging
- 100mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- CS-0041017
- Product name
- 2-(9,9-Dimethyl-9H-fluoren-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
- Purity
- ≥98.0%
- Packaging
- 10g
- Price
- $46
- Updated
- 2021/12/16
1,3,2-DIOXABOROLANE, 2-(9,9-DIMETHYL-9H-FLUOREN-2-YL)-4,4,5,5-TETRAMETHYL Chemical Properties,Usage,Production
Uses
9,9-Dimethylfluorene-2-boronic acid pinacol ester can be used in the synthesis of 1,2-diphenylindolizine derivatives for potential usage in organic light emitting diodes (OLEDs). It can also be used in the synthesis of pyrene-fluorene based chromophores for applications in photocatalysis and organic electronic devices.
Synthesis
28320-31-2
73183-34-3
569343-09-5
Under nitrogen protection, 2-bromo-9,9-dimethylfluorene (100 g, 366 mmol, purchased from Sigma Aldrich Co., Ltd.) was dissolved in dimethylformamide (DMF, 1.1 L). Subsequently, bis(pinacolato)diboron (112 g, 439 mmol), [1,1'-bis(diphenylphosphino)ferrocene]palladium(II) dichloride (2.99 g, 3.66 mmol) and potassium acetate (108 g, 1,098 mmol) were added to the solution. The reaction mixture was heated to 150 °C and refluxed for 5 hours. After completion of the reaction, water was added to the reaction solution, the mixture was filtered and dried in a vacuum oven. The resulting residue was separated and purified by fast column chromatography to afford the target product fluorene-2-boronic acid katanol ester (102 g, 87% yield). High resolution mass spectrometry (HRMS, 70 eV, EI+): m/z calculated value of C21H25BO2[M]+ was 320.1948, measured value was 320. elemental analysis results: C, 79%; H, 8%.
References
[1] Patent: US2017/373255, 2017, A1. Location in patent: Paragraph 0164; 0165; 0166; 0167
[2] Patent: KR2017/88601, 2017, A. Location in patent: Paragraph 0160-0165
[3] Patent: WO2013/180376, 2013, A1. Location in patent: Paragraph 138; 139; 140
[4] Patent: US9825230, 2017, B2. Location in patent: Page/Page column 34
1,3,2-DIOXABOROLANE, 2-(9,9-DIMETHYL-9H-FLUOREN-2-YL)-4,4,5,5-TETRAMETHYL Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 1,3,2-DIOXABOROLANE, 2-(9,9-DIMETHYL-9H-FLUOREN-2-YL)-4,4,5,5-TETRAMETHYL manufacturers
- Product
- 1,3,2-Dioxaborolane, 2-(9,9-dimethyl-9H-fluoren-2-yl)-4,4,5,5-tetramethyl- 569343-09-5
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 98.00%
- Supply Ability
- 150KG /month
- Release date
- 2021-11-15
- Product
- 9,9-Dimethylfluorene-2-boronic acid pinacol ester 569343-09-5
- Price
- US $200.00-1.00/KG
- Min. Order
- 1KG
- Purity
- 99%, 99.5% Sublimated
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2024-01-02
- Product
- 1,3,2-DIOXABOROLANE, 2-(9,9-DIMETHYL-9H-FLUOREN-2-YL)-4,4,5,5-TETRAMETHYL 569343-09-5
- Price
- US $2.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- ask
- Release date
- 2018-12-20