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Neocuproine information


Neocuproine
Neocuproine
Names
Preferred IUPAC name
2,9-Dimethyl-1,10-phenanthroline
Identifiers
CAS Number
  • 484-11-7 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:91222 checkY
ChemSpider
  • 58734 checkY
ECHA InfoCard 100.006.911 Edit this at Wikidata
EC Number
  • 207-601-9
PubChem CID
  • 65237
UNII
  • 8E7D2SH3BV checkY
CompTox Dashboard (EPA)
  • DTXSID5060065 Edit this at Wikidata
InChI
  • InChI=1S/C14H12N2/c1-9-3-5-11-7-8-12-6-4-10(2)16-14(12)13(11)15-9/h3-8H,1-2H3 ☒N
    Key: IYRGXJIJGHOCFS-UHFFFAOYSA-N ☒N
  • InChI=1/C14H12N2/c1-9-3-5-11-7-8-12-6-4-10(2)16-14(12)13(11)15-9/h3-8H,1-2H3
    Key: IYRGXJIJGHOCFS-UHFFFAOYAL
SMILES
  • n1c3c(ccc1C)ccc2ccc(nc23)C
Properties
Chemical formula
C14H12N2
Molar mass 208.264 g·mol−1
Appearance Pale yellow solid
Melting point 162 to 164 °C (324 to 327 °F; 435 to 437 K)
Solubility in water
Slightly soluble
Solubility Ethanol, Acetone, Ether, Benzene, Light Petroleum (slightly)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Neocuproine is a heterocyclic organic compound and chelating agent. Phenanthroline ligands were first published in the late 19th century, and the derivatives substituted at the 2 and 9 positions are among the most studied of the modified phenanthrolines.[2][3]

  1. ^ O'Reilly, E. J.; Plowman, R. A. (1959). "Coordination Compounds of Substituted 1,10-Phenanthrolines and Related Dipyridyls". Australian Journal of Chemistry. 13 (1): 145–149. doi:10.1071/CH9600145.
  2. ^ M. K. Eggleston; P. E. Fanwick; A. J. Pallenberg; D. R. McMillin (1997). "A Twist on the Copper Center in the Crystal Structure of [Cu(dnpp)2]PF6 and the Charge-Transfer Excited State? (dnpp = 2,9-Dineopentyl-1,10-phenanthroline)". Inorganic Chemistry. 36 (18): 4007–4010. doi:10.1021/ic970135e.
  3. ^ Chandler, Christopher J.; Deady, Leslie W.; Reiss, James A. (1981). "Synthesis of some 2,9-Disubstituted-1,10-phenanthrolines". Journal of Heterocyclic Chemistry. 18 (3): 599–601. doi:10.1002/jhet.5570180332.

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