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Chemical Structure| 85-01-8 Chemical Structure| 85-01-8
Chemical Structure| 85-01-8

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Phenanthrene is a polycyclic aromatic hydrocarbon widely used as a model molecule for environmental pollutants and carcinogens. Its metabolites are associated with P450 enzymes in cells and can influence cell proliferation and differentiation by activating the aryl hydrocarbon receptor (AhR) signaling pathway.

Synonyms: [3]Helicene; Ravatite; NSC 26256

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Product Details of Phenanthrene

CAS No. :85-01-8
Formula : C14H10
M.W : 178.23
SMILES Code : C12=CC=CC=C1C=CC3=CC=CC=C23
Synonyms :
[3]Helicene; Ravatite; NSC 26256
MDL No. :MFCD00001168
InChI Key :YNPNZTXNASCQKK-UHFFFAOYSA-N
Pubchem ID :995

Safety of Phenanthrene

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H318-H410
Precautionary Statements:P273-P280-P301+P312+P330-P305+P351+P338+P310
Class:9
UN#:3077
Packing Group:

Application In Synthesis of Phenanthrene

* 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 [ 85-01-8 ]

[ 85-01-8 ] Synthesis Path-Downstream   1~12

  • 1
  • [ 941-91-3 ]
  • [ 85-01-8 ]
  • [ 138037-43-1 ]
  • 2
  • [ 17024-12-3 ]
  • [ 197231-94-0 ]
  • [ 85-01-8 ]
  • (Z)-3-(3-Fluoro-phenyl)-N-methyl-acrylamide [ No CAS ]
  • (Z)-3-(3-Fluoro-phenyl)-N-methyl-2-phenanthren-9-yl-acrylamide [ No CAS ]
  • (E)-3-(3-Fluoro-phenyl)-N-methyl-3-phenanthren-9-yl-acrylamide [ No CAS ]
  • 3
  • scrap tire [ No CAS ]
  • [ 1454-85-9 ]
  • [ 85-01-8 ]
  • [ 120-12-7 ]
  • [ 605-02-7 ]
  • 4
  • [ 15016-42-9 ]
  • [ 85-01-8 ]
  • 5
  • [ 85-01-8 ]
  • [ 1892-54-2 ]
  • 8
  • [ 17024-12-3 ]
  • [ 202925-92-6 ]
  • [ 85-01-8 ]
  • C24H27NO2 [ No CAS ]
  • tert-butyl 2-(phenanthren-9-ylmethyl)pyrrolidine-1-carboxylate [ No CAS ]
  • 9
  • [ 17024-12-3 ]
  • [ 85-01-8 ]
YieldReaction ConditionsOperation in experiment
94% With methanesulfonic acid; tris-(trimethylsilyl)silane; 1,1-bis(tert-butylperoxy)cyclohexane; In dichloromethane; at 20℃; for 0.5h;Schlenk technique; The TMS3SiH mediated reduction of <strong>[17024-12-3]9-iodophenanthrene</strong> was performed, giving phenanthrene 31 in an excellent 94% yield (Scheme 9). Scheme 9: application of the initiator system combination for a radical dehalogenation. In an oven dried Schlenk tube, <strong>[17024-12-3]9-iodophenanthrene</strong> (304 mg, 1 mmol), was dissolved in dichloromethane (10 ml_). The resulting solution was degassed (Freeze-Pump-Thaw technique, 3 cycles), brought to room temperature and 1 (50% solution, 26 mg, 0.05 mmol) and TMS3SiH (308 muIota_, 1 mmol) were added. The mixture was degassed once more and after being brought back to room temperature, methane sulfonic acid (3.5 muIota_, 0.05 mmol) was added and the mixture left to react for 30 minutes. The mixture was evaporated to dryness and the resulting slightly yellow oil was purified by flash chromatography on silica gel (hexane as eluent) to afford 31 as a white solid (1 68 mg, 94% yield).
  • 10
  • [ 85-01-8 ]
  • [ 3728-43-6 ]
  • [ 37842-68-5 ]
  • 12
  • [ 85-01-8 ]
  • [ 62162-97-4 ]
 

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