ChemicalBook > CAS DataBase List > 1,3,2-DIOXABOROLANE, 2-(9,9-DIMETHYL-9H-FLUOREN-2-YL)-4,4,5,5-TETRAMETHYL

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
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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
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Safety

WGK Germany 
3
HS Code 
2931900090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H413May cause long lasting harmful effects to aquatic life

Precautionary statements

P273Avoid release to the environment.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
729280
Product name
9,9-Dimethylfluorene-2-boronic acid pinacol ester
Purity
95%
Packaging
1g
Price
$81
Updated
2023/06/20
TCI Chemical
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
TCI Chemical
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
TRC
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
ChemScene
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
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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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1,3,2-DIOXABOROLANE, 2-(9,9-DIMETHYL-9H-FLUOREN-2-YL)-4,4,5,5-TETRAMETHYL Suppliers

Alfa Aesar
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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

Shanghai Daken Advanced Materials Co.,Ltd
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
Henan Fengda Chemical Co., Ltd
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
Career Henan Chemical Co
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

569343-09-5, 1,3,2-DIOXABOROLANE, 2-(9,9-DIMETHYL-9H-FLUOREN-2-YL)-4,4,5,5-TETRAMETHYLRelated Search:


  • 2-(9,9-DIMETHYL-9H-FLUOROEN-2-YL)-4,4,5,5-TETRAMETHYL-1,3
  • 1,3,2-DIOXABOROLANE, 2-(9,9-DIMETHYL-9H-FLUOREN-2-YL)-4,4,5,5-TETRAMETHYL
  • 2-(9,9-DIMETHYL-9H-FLUOREN-2-YL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE
  • 1,3,2-Dioxaborolane,2-(9,9-dimethyl-9H-fluoren-2-
  • 2-(9,9-DIMETHYL-9H-FLUOROEN-2-YL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE
  • 1,3,2-DIOXABOROLANE, 2-(9,9-DIMETHYL-9H-FLUOREN-2-YL)-4,4,5,5-TETRAMETHYL- (9CI)
  • 9,9-DiMethylfluorene-2-boronic acid pinacol ester, 95%
  • FL-BE
  • 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
  • 2-(9,9-Dimethyl-9<i>H</i>-fluoren-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  • 1,3,2-Dioxaborolane, 2-(9,9-Dimethy-9H-fluoren-2-yl)-4,4,5,5-tetramethyl
  • 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolane-2-yl)-9,9-dimethylfluoren
  • FL-B
  • 9,9-Dimethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)fluorene
  • 9,9-Dimethylfluorene-2-boronicacidpinacolester,95%
  • 9,9-Dimethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)-9H-fluorene
  • 2-(9,9-dimethylfluoren-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxa...
  • 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolane-2-yl)-9,9-dimethyl-9H-fluorene
  • 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolane-2-yl)-9,9'-dimethylfluoren
  • 2-(9,9-Dimethyl-9H-fluoren-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane,98%
  • Fluorene-2-boronic acid pyranoside
  • 569343-09-5
  • C21H25BO2
  • Boron Compounds