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Chemical Structure| 436-59-9 Chemical Structure| 436-59-9

Structure of 436-59-9

Chemical Structure| 436-59-9

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Product Details of [ 436-59-9 ]

CAS No. :436-59-9
Formula : C18H22BF
M.W : 268.18
SMILES Code : CC1=CC(C)=CC(C)=C1B(F)C2=C(C)C=C(C)C=C2C
MDL No. :MFCD00012203
InChI Key :WZWGERGANZMXOM-UHFFFAOYSA-N
Pubchem ID :3466040

Safety of [ 436-59-9 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H314
Precautionary Statements:P280-P305+P351+P338-P310
Class:8
UN#:3261
Packing Group:

Application In Synthesis of [ 436-59-9 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 436-59-9 ]

[ 436-59-9 ] Synthesis Path-Downstream   1~8

  • 1
  • [ 1293-65-8 ]
  • [ 436-59-9 ]
  • [ 1202711-18-9 ]
  • 2
  • [ 1293-65-8 ]
  • [ 436-59-9 ]
  • [ 1206101-75-8 ]
  • 3
  • [ 109-72-8 ]
  • [ 1293-65-8 ]
  • [ 436-59-9 ]
  • [ 1206101-75-8 ]
  • 4
  • [ 4805-22-5 ]
  • [ 436-59-9 ]
  • [ 1361090-13-2 ]
YieldReaction ConditionsOperation in experiment
91% To a solution of 2,2′-dibromobithiophene (1.0 g, 3.10 mmol) in ether (30 mL) was added a hexane solution of nBuLi (1.6 M, 2.13 mL, 3.41 mmol) dropwisely at -78 C. The mixture was stirred at the same temperature for 3 h. A solution of dimesitylboron fluoride (1.11 g, 3.72 mmol) in ether (20 mL) was added to the reaction mixture via syringe. The reaction mixture was gradually warmed to room temperature and stirred overnight. After addition of water (20 mL), the organic layer was separated and the aqueous layer was extracted with diethyl ether for three times. The combined organic layer was dried over MgSO4, filtered, and evaporated under reduced pressure. The mixture was purified by a silica gel column chromatography with hexane to afford L2-Br in 91% yield (1.40 g) as a bright yellow solid. L2-Br: Spectral data: 1H NMR (CDCl3): δ = 7.34-7.33 (d, J = 4.0 Hz, 1H, Ar), 7.22-7.21 (m, 1H, Ar), 7.00-6.95 (m, 2H, Ar), 6.84 (s, 4H, Ar), 2.31 (s, 6H, mesityl), 2.14 (s, 12H, mesityl). 13C NMR (CDCl3): δ = 148.57, 141.38, 140.79, 138.78, 138.63, 130.87, 128.18, 125.81, 124.89, 112.51 (Ar) 23.45, 21.21 (mesityl). FAB-MS: m/z = 492 (M+).
  • 5
  • [ 2622-63-1 ]
  • [ 436-59-9 ]
  • [ 1423446-87-0 ]
  • 6
  • [ 3939-23-9 ]
  • [ 436-59-9 ]
  • 3-bromo-10-(dimesitylboranyl)-10H-phenothiazine [ No CAS ]
  • 7
  • [ 13667-12-4 ]
  • [ 436-59-9 ]
  • 1-(4-dimesitylborylphenyl)-2-phenylacetylene [ No CAS ]
YieldReaction ConditionsOperation in experiment
94% A 200 mL three-necked flask was equipped with a three-way stopcock, dropping funnel, and magnetic stirring bar. After the flask was flushed with dry nitrogen, 1-(4-bromophenyl)-2-phenylacetylene (1.03 g, 4 mmol) in dry THF (22 mL) was introduced at 78 C. Then, a hexane solution of n-butyllithium (3.25 mL, 1.6 M, 5.2 mmol) was added dropwise, and the reaction mixture was left for 1 h at78C. A solution of dimesityl-fluoroborane (1.40 g, 5.2 mmol) in dry THF (11 mL) was added dropwise, and stirring was continued for 1h; then, the mixture was gradually warmed to room temperature. The reaction was quenched by the addition of a small amount of water. The solution was concentrated to 50% volume on a rotary evaporator and extracted with diethyl ether. The ethereal solution was washed with brine and dried over anhydrous magnesium sulfate. Diethylether was evaporated, and the crude product was purified by flash column chromatography (eluent: hexane) to obtain the desired product (1.61 g, 94%) as a white solid. 1H NMR (500 MHz, CDCl3)d 7.44-7.41 (m, 2H), 7.39 (s, 4H), 7.27-7.20 (m, 3H), 6.71 (s, 4H), 2.20 (s, 6H), 1.89 (s, 12H). Anal. Calcd for C32H31B: C, 90.14; H, 7.33;B, 2.54. Found: C, 90.22; H 7.48. The1H NMR spectrum was repre-sented inFig. S1.
  • 8
  • [ 1646-53-3 ]
  • [ 436-59-9 ]
  • dimesityl(2,3,5,6-tetramethylphenyl)borane [ No CAS ]
 

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