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Chemical Structure| 357437-74-2 Chemical Structure| 357437-74-2
Chemical Structure| 357437-74-2

3,6-Dibromo-9-(p-tolyl)-9H-carbazole

CAS No.: 357437-74-2

4.5 *For Research Use Only !

Cat. No.: A202294 Purity: 98%

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Product Details of [ 357437-74-2 ]

CAS No. :357437-74-2
Formula : C19H13Br2N
M.W : 415.12
SMILES Code : CC1=CC=C(N2C3=C(C4=C2C=CC(Br)=C4)C=C(Br)C=C3)C=C1
MDL No. :MFCD12024282
InChI Key :ZLCMXHALWTYHOY-UHFFFAOYSA-N
Pubchem ID :53401077

Safety of [ 357437-74-2 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319
Precautionary Statements:P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313

Application In Synthesis of [ 357437-74-2 ]

* 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 [ 357437-74-2 ]

[ 357437-74-2 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 3164-13-4 ]
  • [ 73183-34-3 ]
  • [ 357437-74-2 ]
  • [ 439090-73-0 ]
YieldReaction ConditionsOperation in experiment
With KF; potassium acetate;Pd(dppf)Cl2; In 1,4-dioxane; dichloromethane; chloroform; ethyl acetate; N,N-dimethyl-formamide; 2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzo[d]oxazole (11): A mixture of 10 (4.45 g, 16 mmol), bis(pinacolate)diborane (4.09 g, 16.1 mmol), anhydrous potassium acetate (3.14 g, 32 mmol) and Pd(dppf)Cl2 (0.48 g, 0.66 mmol) in anhydrous 1,4-dioxane (80 mL) was degassed and heated at about 85 C. for about 48 hours under argon. After cooling to room temperature, the mixture was poured into ethyl acetate (~200 mL) and filtered. The filtrate was absorbed on silica gel and purified by column chromatography (hexanes/ethyl acetate, 4:1) to give a white solid (4.15 g, in 81% yield). Host-4 (12): A mixture of 3,6-dibromo-9-p-tolyl-9H-carbazole (2.62 g, 6.35 mmol), 10 (4.08 g, 12.7 mmol), Pd(dppf)Cl2 and KF (2.21 g, 38 mmol) in DMF (100 mL) was heated at about 120 C. under argon overnight. After the mixture was cooled to room temperature, it was poured into water (~200 mL) and filtered. The solid was collected and redissolved in chloroform (~200 mL). After the water was removed the chloroform solution was dried over Na2SO4. The chloroform solution was absorbed on silica gel, purified by column chromatography (with gradient of dichloromethane to dichloromethane/ethyl acetate 20:1), and recrystallized in dichloromethane to give a pale yellow crystalline solid (1.5 g, in 37% yield).
  • 2
  • [ 439090-73-0 ]
  • [ 357437-74-2 ]
  • [ 1271754-01-8 ]
YieldReaction ConditionsOperation in experiment
37% With potassium fluoride;(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,2-dimethoxyethane;Inert atmosphere; [0085] Host-4 (12): A mixture of 3,6-dibromo-9-p-tolyl-9H-carbazole (2.62 g, 6.35 mmol), 10 (4.08 g, 12.7 mmol), Pd(dppf)Cl2 and KF (2.21 g, 38 mmol) in DMF (100 mL) was heated at about 120 C under argon overnight. After the mixture was cooled to room temperature, it was poured into water (-200 mL) and filtered. The solid was collected and redissolved in chloroform (-200 mL). After the water was removed the chloroform solution was dried over Na2S04. The chloroform solution was absorbed on silica gel, purified by column chromatography (with gradient of dichloromethane to dichloromethane/ethyl acetate 20: 1), and recrystallized in dichloromethane to give a pale yellow crystalline solid (1.5 g, in 37% yield).
 

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