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302554-81-0

302554-81-0 Structure

302554-81-0 Structure
IdentificationBack Directory
[Name]

9,9-Di-n-octylfluorene-2-boronic acid pinacol ester
[CAS]

302554-81-0
[Synonyms]

9,9-Dioctylfluorene-2-boronic acid pinacol ester
9,9-Di-n-octylfluorene-2-boronic acid picol ester
9,9-Di-n-octylfluorene-2-boronic acid pinacol ester
9,9-Dioctyl-9H-fluorene-2-boronic Acid Pinacol Ester
9,9-Di-n-octylfluorene-2-boronicacidpinacolester,95%
4,4,5,5-Tetramethyl-2-(9,9-dioctyl-9H-fluoren-7-yl)-1
9,9-dioctylfluorene-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)
-(9,9-dioctylfluoren-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-9,9-dioctylfluorene
2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolane-2-yl)-9,9-dioctylfluorene
2-(9,9-Dioctylfluoren-2-yl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane
2-(9,9-dioctyl-9H-fluoren-2-yl)-4,4,5,5-tetraMethyl-1,3,2-dioxaborolane
4,4,5,5-Tetramethyl-2-(9,9-dioctyl-9H-fluoren-7-yl)-1,3,2-dioxaborolane
1,3,2-Dioxaborolane, 2-(9,9-dioctyl-9H-fluoren-2-yl)-4,4,5,5-tetramethyl-
2-(9,9-Di-n-octyl-9H-fluoren-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
9,9-Di-n-octyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-fluorene
3-Hydroxy-2,3-diMethyl-2-butanyl hydrogen (9,9-dioctyl-9H-fluoren-2-yl)boronate
[EINECS(EC#)]

805-568-0
[Molecular Formula]

C35H55BO3
[MDL Number]

MFCD16294553
[MOL File]

302554-81-0.mol
[Molecular Weight]

534.62
Chemical PropertiesBack Directory
[Melting point ]

50-56 °C
[Boiling point ]

606.3±34.0 °C(Predicted)
[density ]

0.99
[Fp ]

>110 °C
[storage temp. ]

Inert atmosphere,Room Temperature
[form ]

powder to crystal
[color ]

White to Light yellow to Light orange
[InChIKey]

VOASJDUTCQKQLE-UHFFFAOYSA-N
[SMILES]

O1C(C)(C)C(C)(C)OB1C1C=CC2C3=C(C(CCCCCCCC)(CCCCCCCC)C=2C=1)C=CC=C3
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H312-H332
[Precautionary statements ]

P280
[WGK Germany ]

3
[HS Code ]

2931900090
[Storage Class]

11 - Combustible Solids
Questions And AnswerBack Directory
[Application]

9,9-bis-N-octylfluorene-2-boronic acid phenanthol ester belongs to organoboronic acid compounds, which are important chemical intermediates with wide applications in organic synthesis.
Spectrum DetailBack Directory
[Spectrum Detail]

9,9-Di-n-octylfluorene-2-boronic acid pinacol ester(302554-81-0)1HNMR
Hazard InformationBack Directory
[Synthesis]

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

61676-62-8

2-Bromo-9,9-dioctyl fluorene

302554-80-9

9,9-Di-n-octylfluorene-2-boronic acid pinacol ester

302554-81-0

Under argon protection, 9,9-dioctyl-2-bromofluorene (14.1 g, 0.03 mol) was dissolved in 180 mL of purified tetrahydrofuran (THF). A hexane solution of 1.6 mol/L n-butyllithium was slowly added dropwise at -78 °C. After maintaining the reaction at -78 °C for 2 h, 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (25 mL) was added and the reaction was continued for 1 h at -78 °C. Subsequently, the reaction system was slowly warmed to room temperature and stirred for 24 hours. Upon completion of the reaction, the mixture was poured into water and extracted with ethyl acetate. The organic layers were combined, washed with saturated brine and subsequently dried with anhydrous magnesium sulfate. The organic phase was concentrated under reduced pressure to give a light yellow viscous substance. The product was purified by silica gel column chromatography (eluent: petroleum ether/ethyl acetate = 20/1, v/v) and placed in a refrigerator for a prolonged period of time to give a white solid in 70% yield.

[References]

[1] Journal of Materials Chemistry C, 2016, vol. 4, # 17, p. 3765 - 3773
[2] Patent: CN106366067, 2017, A. Location in patent: Paragraph 0066; 0067; 0068; 0069
[3] Patent: CN106831728, 2017, A. Location in patent: Paragraph 0054; 0055; 0056; 0057
[4] Patent: CN107501232, 2017, A. Location in patent: Paragraph 0046; 0047; 0048; 0049; 0050
[5] Journal of Physical Chemistry B, 2000, vol. 104, # 39, p. 9118 - 9125
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