9,9-diphenyl-9H-fluoreN-2-ylboronicacid

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9,9-diphenyl-9H-fluoreN-2-ylboronicacid Basic information
Product Name:9,9-diphenyl-9H-fluoreN-2-ylboronicacid
Synonyms:Boronic acid, (9,9-diphenyl-9H-fluoren-2-yl)-;B-(9,9-Diphenyl-9H-fluoren-2-yl)-boronic Acid;9,9-Diphenylfluorene-2-boronic Acid (contains varying amounts of Anhydride);9,9-Diphenylfluorene-2-boronic acid;Boronic acid,B-(9,9-diphenyl-9H-fluoren-2-yl)-;9,9-diphenyl-9H-fluoreN-2-ylboronicacid;9,9-Diphenyl-9H-(fluorene-2-yl)-boronic acid;9,9-Diphenylfluoren-2-ylboronic acid
CAS:400607-31-0
MF:C25H19BO2
MW:362.23
EINECS:
Product Categories:
Mol File:400607-31-0.mol
9,9-diphenyl-9H-fluoreN-2-ylboronicacid Structure
9,9-diphenyl-9H-fluoreN-2-ylboronicacid Chemical Properties
Boiling point 546.3±60.0 °C(Predicted)
density 1.28±0.1 g/cm3(Predicted)
storage temp. Inert atmosphere,Room Temperature
pka8.55±0.40(Predicted)
AppearanceWhite to off-white Solid
Safety Information
HS Code 2931.90.6000
MSDS Information
9,9-diphenyl-9H-fluoreN-2-ylboronicacid Usage And Synthesis
UsesB-(9,9-Diphenyl-9H-fluoren-2-yl)-boronic Acid can be used to synthesize pyrrole/polycyclic aromatic units. It is a potential electroluminescent material.
Synthesis
Trimethyl borate

121-43-7

2-Bromo-9,9-diphenyl-9H-fluorene

474918-32-6

9,9-diphenyl-9H-fluoreN-2-ylboronicacid

400607-31-0

General procedure for the synthesis of (9,9-diphenyl-9H-fluoren-2-yl)boronic acid from trimethyl borate and 2-bromo-9,9-diphenylfluorene: 10 g of 2-bromo-9,9-diphenylfluorene and 100 ml of anhydrous tetrahydrofuran were added to a 1-liter flask, and the mixture was cooled to -78 °C (using a bath of liquid nitrogen). Subsequently, 25.2 mL of n-butyllithium solution was added slowly and dropwise, followed by trimethyl borate. The reaction mixture was stirred at -78 °C and then allowed to warm naturally to room temperature. Then, an appropriate amount of dilute hydrochloric acid was added to carry out the hydrolysis reaction. Upon completion of the reaction, the mixture was extracted with ethyl acetate, the organic layer was separated and dried with anhydrous sodium sulfate. Finally, the solvent was removed by distillation under reduced pressure and the residue was eluted with hexane to afford 4 g of the target product (9,9-diphenyl-9H-fluoren-2-yl)boronic acid.

References[1] Patent: CN106957272, 2017, A. Location in patent: Paragraph 0090; 0091
9,9-diphenyl-9H-fluoreN-2-ylboronicacid Preparation Products And Raw materials
Raw materials2-Bromo-9,9-diphenyl-9H-fluorene-->Triisopropyl borate-->n-Butyllithium-->Water-->Tetrahydrofuran-->Tributyl borate-->Trimethyl borate
Tag:9,9-diphenyl-9H-fluoreN-2-ylboronicacid(400607-31-0) Related Product Information
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