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Chemical Structure| 1229012-68-3 Chemical Structure| 1229012-68-3

Structure of 1229012-68-3

Chemical Structure| 1229012-68-3

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Product Details of [ 1229012-68-3 ]

CAS No. :1229012-68-3
Formula : C24H14Cl2N2
M.W : 401.29
SMILES Code : ClC1=CC(C2=CC=CC=C2)=C(C=CC3=C(C4=CC=CC=C4)C=C(Cl)N=C53)C5=N1
MDL No. :MFCD26398601
Boiling Point : No data available
InChI Key :ILQFTFBKMWFBPG-UHFFFAOYSA-N
Pubchem ID :46240522

Safety of [ 1229012-68-3 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302
Precautionary Statements:P280-P305+P351+P338

Application In Synthesis of [ 1229012-68-3 ]

* 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 [ 1229012-68-3 ]

[ 1229012-68-3 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 870774-25-7 ]
  • [ 1229012-68-3 ]
  • [ 1233221-49-2 ]
YieldReaction ConditionsOperation in experiment
With potassium phosphate;tris-(dibenzylideneacetone)dipalladium(0); tricyclohexylphosphine; In 1,4-dioxane; water; at 80 - 100℃;Inert atmosphere; Example 2; Example 2 illustrates the preparation of phenanthroline derivative Compound 3, using Suzuki coupling of 2,9-dichloro-4,7-diphenyl-1,10-phenanthroline from Example 1 with 4-(1-naphthyl)-phenylboronic acid; To 2.0 g of dichlorobathophenanthroline (5 mM) from Example 1 was added 2.6 g (11 mM) boronic acid in a glove box. To this was added 0.15 g tris(dibenzylideneacetone)dipalladium (0) (?Pd2 DBA3?) (0.15 mM), 0.1 g tricyclohexylphosphine (0.35 mM), and 3.75 g potassium phosphate (17 mM), and all were dissolved into 30 mL dioxane and 15 mL water. This was mixed and heated in a glove box at 100 C. for 1 hr, then warmed gently (minimum rheostat setting) under nitrogen overnight. On reaching about 80 C. the mixture was a tan brown slurry which slowly became clear brown with a dense precipitate. As the solution refluxed (air condensor) a white fibrous precipitate formed. This was cooled and the white fibers were filtered from the dioxane after adding additional water. The fibers were dissolved into chloroform and then evaporated and precipitated in toluene by adding methanol, as off white powder. This was collected by filtration and washed well with methanol to isolate 2.75 g of Compound 3.
  • 2
  • [ 870119-58-7 ]
  • [ 1229012-68-3 ]
  • [ 1009362-85-9 ]
YieldReaction ConditionsOperation in experiment
With potassium phosphate;tris-(dibenzylideneacetone)dipalladium(0); tricyclohexylphosphine; In 1,4-dioxane; water; at 80 - 100℃;Inert atmosphere; Example 9; This example illustrates the preparation of phenanthroline derivative Compound 1, using Suzuki coupling of 2,9-dichloro-4,7-diphenyl 1,10-phenanthroline from Example 1 with the boronic ester shown below. Take 2.0 g of dichloro-phen (5 mM) in glove box and add 4.0 g (11 mM) boronic ester. Add 0.15 g Pd2 DBA3 (0.15 mM), 0.1 g tricyclohexylphosphine (0.35 mM) and 3.75 g potassium phosphate (17 mM) and dissolve all into 30 mL dioxane and 15 mL water. Mix and heat in glove box in mantle at 110 C for 1 hr then warm gently (minimum rheostat setting) under nitrogen overnight. Solution immediately is dark purple but on reaching 80 C it is a tan brown slurry which slowly becomes clear brown with a dense ppt. As the solution refluxes (air condensor) a flocculent ppt forms. Cool and work up by removing from glove box and filter off white fibers from the dioxane after adding more water. Dissolve into chloroform and then evaporate and ppt in toluene by adding methanol as off white fine needles. Collect by filtration and wash well with methanol to isolate 3.55 g material. The structure was confirmed by NMR analysis as Compound 1:
 

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