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ChemicalBook--->CAS DataBase List--->1190235-39-2

1190235-39-2

1190235-39-2 Structure

1190235-39-2 Structure
IdentificationBack Directory
[Name]

4,4,5,5-TetraMethyl-2-(3-(trifluoroMethyl)benzyl)-1,3,2-dioxaborolane
[CAS]

1190235-39-2
[Synonyms]

4,4,5,5-TetraMethyl-2-(3-(trifluoroMethyl)benzyl)-1,3,2-dioxaborolane
4,4,5,5-tetramethyl-2-{[3-(trifluoromethyl)phenyl]methyl}-1,3,2-dioxaborolane
1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-[[3-(trifluoromethyl)phenyl]methyl]-
[Molecular Formula]

C14H18BF3O2
[MDL Number]

MFCD10698528
[MOL File]

1190235-39-2.mol
[Molecular Weight]

286.1
Chemical PropertiesBack Directory
[Boiling point ]

278.0±40.0 °C(Predicted)
[density ]

1.13±0.1 g/cm3(Predicted)
[storage temp. ]

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

Colorless to off-white Solid-Liquid Mixture
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H302-H335-H319
[Precautionary statements ]

P264-P280-P302+P352-P321-P332+P313-P362-P264-P270-P301+P312-P330-P501-P264-P280-P305+P351+P338-P337+P313P
Spectrum DetailBack Directory
[Spectrum Detail]

4,4,5,5-TetraMethyl-2-(3-(trifluoroMethyl)benzyl)-1,3,2-dioxaborolane(1190235-39-2)1HNMR
Hazard InformationBack Directory
[Synthesis]

3-(Trifluoromethyl)benzyl bromide

402-23-3

Bis(pinacolato)diboron

73183-34-3

4,4,5,5-TetraMethyl-2-(3-(trifluoroMethyl)benzyl)-1,3,2-dioxaborolane

1190235-39-2

To 3-(trifluoromethyl)benzyl bromide (5.00 g, 20.9 mmol) and pinacol ester of bis(boronic acid) (6.4 g, 25 mmol) were added potassium carbonate (20.9 g, 62.7 mmol) and tetrakis(triphenylphosphine)palladium(0) (1.2 g, 1.0 mmol) in degassed 1,4-dioxane (100 mL). The reaction mixture was heated at 100 °C for 12 hours. After completion of the reaction, the mixture was cooled to room temperature and filtered through a bed of diatomaceous earth. The filtrate was concentrated and the crude product was purified by silica gel column chromatography using a petroleum ether solution of 2% ethyl acetate as eluent to afford 4,4,5,5-tetramethyl-2-(3-(trifluoromethyl)-benzyl)-1,3,2-dioxaborolane (5.1 g, 85% yield) as a colorless liquid. The product was confirmed by 1H NMR (400 MHz, CDCl3): δ 7.45 (s, 1H), 7.33-7.40 (m, 3H), 2.36 (s, 2H), 1.25 (s, 12H).GCMS analysis showed m/z = 286.

[References]

[1] Patent: WO2013/92979, 2013, A1. Location in patent: Page/Page column 47
[2] Patent: EP2264017, 2010, A1. Location in patent: Page/Page column 145
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