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Chemical Structure| 306935-88-6 Chemical Structure| 306935-88-6

Structure of 306935-88-6

Chemical Structure| 306935-88-6

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Product Details of [ 306935-88-6 ]

CAS No. :306935-88-6
Formula : C12H8BrF
M.W : 251.09
SMILES Code : FC1=CC=C(C2=CC=CC=C2)C=C1Br
MDL No. :MFCD01571091
InChI Key :COWXPZSVUXHAFS-UHFFFAOYSA-N
Pubchem ID :2773367

Safety of [ 306935-88-6 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P302+P352-P337+P313-P304+P340-P312-P280-P332+P313

Application In Synthesis of [ 306935-88-6 ]

* 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 [ 306935-88-6 ]

[ 306935-88-6 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 306935-88-6 ]
  • [ 811-68-7 ]
  • [ 1333415-81-8 ]
  • 2
  • [ 306935-88-6 ]
  • [ 65864-64-4 ]
  • C13H9F3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
80% With 1,1'-bis-(diphenylphosphino)ferrocene; N,N'-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene silver chloride; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate; In toluene; at 80℃; for 6h;Inert atmosphere; Under argon atmosphere, the brominated substrate (2.51g, 10mmol), bis (dibenzylideneacetone) palladium (402mg, 0.7mmol), 1,1'- bis (diphenylphosphino) ferrocene (776mg, 1.4mmol), SIPrAgCl (1.08g, 2mmol), sodium tert-butoxide (1.92g, 20mmol) was dissolved in 100ml of toluene, was added 3.0mL trimethyl-difluoro-silicon to the system. At 80 deg.] C for 6 hours After cooling to room temperature, the reaction was quenched with 200ml of distilled water, filtered through celite and the filtrate was extracted with dichloromethane (250ml × 3), the organic phases were combined, dried over anhydrous sodium sulfate, concentrated, column separated, to give the corresponding difluoro-methylated product (1.88 g of, isolated yield 80%).
  • 3
  • [ 306935-88-6 ]
  • [ 56820-70-3 ]
  • C22H14BrClO [ No CAS ]
YieldReaction ConditionsOperation in experiment
86% With caesium carbonate; In acetonitrile; at 100℃; for 10h;Inert atmosphere; While stirring, add acetonitrile (500mL), M-5A (50.0g, 281.5mmol), M-5B (70.7g, 281.5mmol), cesium carbonate (183.5g, 563mmol) to the three-neck flask in sequenceAfter replacing the nitrogen three times, turn on the heating and set the external temperature to 100C,After refluxing for 10hrs,After cooling, the reaction solution was poured into water (500mL) for quenching, extracted with ethyl acetate (200mL×2), the organic phase was concentrated and purified by column chromatography.M-5 (99.2g, 86%) was obtained,
  • 4
  • [ 306935-88-6 ]
  • C22H13ClO [ No CAS ]
  • 5
  • [ 306935-88-6 ]
  • C40H27NO [ No CAS ]
  • 6
  • [ 811842-30-5 ]
  • [ 98-80-6 ]
  • [ 306935-88-6 ]
YieldReaction ConditionsOperation in experiment
97% With palladium diacetate; sodium carbonate; triphenylphosphine; In ethanol; water; toluene; at 50 - 80℃; for 42.5h;Inert atmosphere; Schlenk technique; A Schlenk flask was charged with 2-bromo-1-fluoro-4-iodobenzene (3.0 g, 10 mmol), phenyl boronic acid (1.3 g, 11 mmol), and sodium carbonate (2.1 g, 20 mmol) under argon. Toluene (9 ml), water (6 ml), ethnaol (3 ml), Pd(OAc)2 (23 mg, 0.1 mmol), and PPh3 (79 mg, 0.3 mmol) were added. It was heated to 50 C for 1.5 h, to 60 C for 18 h, and to 80 C for 23 h. It was subjected to extractive work-up with water/dichloromethane. The residue was passed through silica with n-hexane. Yield: 2.44 g (97 %).
  • 7
  • [ 306935-88-6 ]
  • 3,6-bis([1,1'-biphenyl]-4-yl)-9H-carbazole [ No CAS ]
  • 9-(2-bromo-4-phenylphenyl)-3,6-bis(4-phenylphenyl)carbazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
43% With potassium phosphate; In N,N-dimethyl acetamide; water; for 20h;Reflux; Inert atmosphere; A Schlenk flask was charged with [1] (3.6 g, 7.5 mmol), [9] (1.9 g, 7.6 mmol), and K3PO4 (3.2 g, 15 mmol) under argon. Dimethylacetamide (75 ml) was added, and it was heated to reflux for 18 h. More [9] (~200 mg) was added and refluxing was continued for 2 h. It was diluted with water and the precipitated solid filtered off and washed with water. It was dried under air and washed with methanol and dichloromethane. The filtrate was evaporated and the residue was subjected to column chromatography (SiO2, dichloromethane/n-hexane 1:2). Yield: 2.3 g (43 %).
  • 8
  • [ 306935-88-6 ]
  • C72H48BN [ No CAS ]
  • 9
  • [ 306935-88-6 ]
  • 3,6-bis(4-phenylphenyl)-9-[4-phenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbazole [ No CAS ]
  • 10
  • [ 306935-88-6 ]
  • [ 92-03-5 ]
 

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