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AB PharmaTech,LLC |
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| Products Intro: |
Product Name:1,3,2-DIOXABOROLANE, 2-(9,9-DIMETHYL-9H-FLUOREN-2-YL)-4,4,5,5-TETRAMETHYL
CAS:569343-09-5
Purity:98% Package:10kg,25kg,100kg
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| | 1,3,2-DIOXABOROLANE, 2-(9,9-DIMETHYL-9H-FLUOREN-2-YL)-4,4,5,5-TETRAMETHYL Basic information |
| Product Name: | 1,3,2-DIOXABOROLANE, 2-(9,9-DIMETHYL-9H-FLUOREN-2-YL)-4,4,5,5-TETRAMETHYL | | Synonyms: | 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 | | CAS: | 569343-09-5 | | MF: | C21H25BO2 | | MW: | 320.23 | | EINECS: | | | Product Categories: | Boron Compounds | | Mol File: | 569343-09-5.mol |  |
| | 1,3,2-DIOXABOROLANE, 2-(9,9-DIMETHYL-9H-FLUOREN-2-YL)-4,4,5,5-TETRAMETHYL Chemical Properties |
| 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 |
| WGK Germany | 3 | | HS Code | 2931900090 | | Storage Class | 11 - Combustible Solids |
| | 1,3,2-DIOXABOROLANE, 2-(9,9-DIMETHYL-9H-FLUOREN-2-YL)-4,4,5,5-TETRAMETHYL Usage And Synthesis |
| 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 |
| | 1,3,2-DIOXABOROLANE, 2-(9,9-DIMETHYL-9H-FLUOREN-2-YL)-4,4,5,5-TETRAMETHYL Preparation Products And Raw materials |
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