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624744-67-8

624744-67-8 Structure

624744-67-8 Structure
IdentificationBack Directory
[Name]

2-(9,10-di(naphthalen-2-yl)anthracen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
[CAS]

624744-67-8
[Synonyms]

[9,10-Di(naphthalen-2-yl)anthracen-2-yl]boronic Acid Pinacol Ester
9,10-di-2-naphthalenyl-2-anthracenylboronic acid bis(pinacol) ester
[9,10-Di(2-naphthyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)]anthracene
2-(9,10-di(naphthalen-2-yl)anthracen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
1,3,2-Dioxaborolane, 2-(9,10-di-2-naphthalenyl-2-anthracenyl)-4,4,5,5-tetramethyl-
2-[9,10-bis(naphthalen-2-yl)anthracen-2-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
[Molecular Formula]

C40H33BO2
[MDL Number]

MFCD26401780
[MOL File]

624744-67-8.mol
[Molecular Weight]

556.5
Chemical PropertiesBack Directory
[Boiling point ]

689.2±24.0 °C(Predicted)
[density ]

1.22±0.1 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2-8°C
[form ]

powder to crystal
[color ]

White to Yellow to Green
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[HS Code ]

2931.90.6000
Hazard InformationBack Directory
[Synthesis]

2-Bromo-9,10-bis(2-naphthalenyl)anthracene

474688-76-1

Bis(pinacolato)diboron

73183-34-3

2-(9,10-di(naphthalen-2-yl)anthracen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

624744-67-8

A suspension of 2-bromo-9,10-bis(2-naphthalenyl)anthracene (5.00 g, 9.81 mmol) and pinacol ester of bis(boronic acid) (2.75 g, 10.8 mmol) was formed with potassium acetate (2.89 g, 29.4 mmol) in dioxane (50 mL). To this suspension was added palladium (diphenylphosphinoferrocene) chloride (0.24 g, 0.3 mmol). The reaction mixture was stirred at 80 °C for 6 h and subsequently cooled to room temperature. After completion of the reaction, the reaction mixture was diluted with 50 mL of water and extracted with dichloromethane (3 x 50 mL). The organic phases were combined, dried with magnesium sulfate and subsequently concentrated under reduced pressure. The crude product was washed with ethanol and dried under vacuum to afford the target compound 2-(9,10-bis(naphthalen-2-yl)anthracen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (5.46 g, 92% yield). Mass spectral analysis showed [M + H]+ = 557.

[References]

[1] Patent: WO2008/143440, 2008, A1. Location in patent: Page/Page column 70
[2] Patent: US7485733, 2009, B2. Location in patent: Page/Page column 79
[3] Patent: WO2003/95445, 2003, A1. Location in patent: Page/Page column 76
[4] Patent: WO2007/69847, 2007, A1. Location in patent: Page/Page column 28
[5] Patent: WO2008/13399, 2008, A1. Location in patent: Page/Page column 13
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