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1,10-Phenanthroline-5,6-dione
(CAS RN:27318-90-7 Product Number:P1973)

Structure

1,10-Phenanthroline-5,6-dione

General Information

Product Number P1973

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Purity/Analysis Method >98.0%(HPLC)(T)
Storage Temperature
M.F. / M.W. C12H6N2O2=210.19
CAS RN 27318-90-7
Related CAS RN
MDL Number MFCD00014473
Packaging and Container
  • Product Details
  • Safety & Regulations

Specification

Purity(HPLC) min. 98.0 area%
Purity(Nonaqueous Titration) min. 98.0 %

Data of Reference

mp 257°C(lit.)
λmax 251(MeOH)(lit.)

References

Reaxys-RN 160532
PubChem SID 135727031

GHS

Pictogram
Signal Word Warning
Hazard Statements
  • H315
  • :Causes skin irritation.
  • H319
  • :Causes serious eye irritation.
Precautionary Statements
  • P264
  • :Wash hands and face thoroughly after handling.
  • P280
  • :Wear protective gloves, eye protection.
  • P302+P352+P332+P313+P362+P364
  • :IF ON SKIN: Wash with plenty of water. If skin irritation occurs: Get medical advice or attention. Take off contaminated clothing and wash it before reuse.
  • P305+P351+P338+P337+P313
  • :IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. If eye irritation persists: Get medical advice or attention.

Transport Information

HS Number 2933998090

Application

Aerobic Dehydrogenation of Secondary Amines with an Oxidative Bifunctional Quinone Catalyst

P1973

Typical Procedure: (Scheme1, R1 = H): A 25 mL flask is charged with 1,10-phenanthroline-5,6-dione (10.5 mg, 0.05 mmol) and 1,2,3,4-tetrahydro-6,7-dimethoxyisoquinoline (194.6 mg, 1.0 mmol) and anhydrous CH3CN (3.0 mL) is added. The flask is flushed with O2 and equipped with an O2 balloon. A well-dissolved solution of ZnI2 (7.98 mg, 0.025 mmol) and PPTS (37.7 mg, 0.15 mmol) in anhydrous CH3CN (1.0 mL) is then added. The reaction is stirred vigorously at room temperature for 24 h. The mixture is diluted in EtOAc (50 mL) and washed with 1M NaOH (25 mL). The aqueous phase is extracted with additional EtOAc (2 x 25 mL). The combined organic phases are washed with brine (25 mL), dried over Na2SO4, and concentrated. The residue is purified by column chromatography on silica gel (eluent: EtOAc/hexanes or EtOAc) to give 3,4-dihydro-6,7-dimethoxyisoquinoline (176.1 mg, 91% yield) as a viscous oil.

References

Synthesis of a Condensed-ring Conjugated Phenanthroline Metal Ligand with Electron-acceptor Properties

1,10-Phenanthroline-5,6-dione (0.618 g, 2.94 mmol) and 2,3-diamino-1,4-naphthoquinone hydrochloride (0.660 g, 2.94 mmol) are suspended in dry ethanol (40 mL). The mixture is refluxed for 1.5 h under a N2 atmosphere. A green solid is formed. The mixture is cooled to rt and the solid is filtered, washed with ethanol and diethyl ether. After drying under high vacuum, the desired lignad 1 (0.926 g, 87%) are obtained as a green powder.

References

PubMed Literature

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