| Identification | Back Directory | [Name]
1,3,2-DIOXABOROLANE, 2-(9,9-DIMETHYL-9H-FLUOREN-2-YL)-4,4,5,5-TETRAMETHYL | [CAS]
569343-09-5 | [Synonyms]
FL-B
FL-BE
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
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-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolane-2-yl)-9,9-dimethylfluoren
9,9-Dimethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)fluorene
1,3,2-Dioxaborolane, 2-(9,9-Dimethy-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
9,9-Dimethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)-9H-fluorene
1,3,2-DIOXABOROLANE, 2-(9,9-DIMETHYL-9H-FLUOREN-2-YL)-4,4,5,5-TETRAMETHYL
2-(9,9-DIMETHYL-9H-FLUOROEN-2-YL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE
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-YL)-4,4,5,5-TETRAMETHYL- (9CI) | [Molecular Formula]
C21H25BO2 | [MDL Number]
MFCD08704229 | [MOL File]
569343-09-5.mol | [Molecular Weight]
320.233 |
| Chemical Properties | Back Directory | [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. ]
Inert atmosphere,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 |
| Hazard Information | Back Directory | [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]
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 |
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