2,2′-Biquinoline

2,2′-Biquinoline Basic information
Product Name:2,2′-Biquinoline
Synonyms:Cuproine 2,2′-Diquinolyl;2,2′-BIQUINOLINE GR FOR ANALYSIS;CUPROIN R. G.;2-2-BiquinolineGr;2,2′-Diquinolyl, 98+%;2,2’-BIQUINOLINE GR (2,2′ Diquinolyl);2,3”-BIQUINOLINE GR;2,2′-Biquinoline, 98+%
CAS:119-91-5
MF:C18H12N2
MW:256.3
EINECS:204-357-5
Product Categories:Quinolinecarboxylic Acids, etc.;Quinolines
Mol File:119-91-5.mol
2,2'-Biquinoline Structure
2,2′-Biquinoline Chemical Properties
Melting point 192-195 °C(lit.)
Boiling point 389.54°C (rough estimate)
density 0.9734 (rough estimate)
refractive index 1.6300 (estimate)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility 1.02mg/l
pka2.19±0.61(Predicted)
form Shiny Flakes
color Slightly yellow to light beige
Water Solubility Sparingly soluble in water (0.001g/L).
BRN 187259
InChIKeyWPTCSQBWLUUYDV-UHFFFAOYSA-N
CAS DataBase Reference119-91-5(CAS DataBase Reference)
NIST Chemistry Reference2,2′-Biquinoline(119-91-5)
EPA Substance Registry System2,2′-Biquinoline (119-91-5)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36-37/39
WGK Germany 3
8
TSCA Yes
HS Code 29334990
MSDS Information
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2,2′-BiquinolineEnglish
SigmaAldrichEnglish
ACROSEnglish
ALFAEnglish
2,2′-Biquinoline Usage And Synthesis
Chemical PropertiesSLIGHTLY YELLOW TO LIGHT BEIGE SHINY FLAKES
Uses2,2′-Biquinoline is used as a reagent for spectrophotometric determination of Cu and as an indicator for titration of organolithium reagents, giving yellow-green charge-transfer complexes.
Application2,2′-Biquinoline, also known as cuprous reagent, reacts with monovalent cupric ion to give a purple color. It is a highly selective reagent for the determination of cuprous. It can be utilized as a ligand in the synthesis of heteroleptic Cu(I) complexes for light-emitting diodes(LED) and cationic iridium(III) complexes as phosphorescent dyes for live-cell imaging.
Synthesis Reference(s)Tetrahedron Letters, 15, p. 2373, 1974 DOI: 10.1016/S0040-4039(01)92259-2
General Description2,2′-Biquinoline is a white crystalline solid and it melts at 176°C. It is insoluble in water, but is soluble in ethyl, amyl and isoamyl alcohol, isoamyl acetate, dimethylformamide, acetic acid, acetonitrile and carbon tetrachloride.
Purification MethodsDecolourise 2,2′-biquinolyl in CHCl3 solution (charcoal), then crystallise it to constant melting point from EtOH or pet ether [Cumper et al. J Chem Soc 1188 1962]. [Beilstein 23/10 V 8.]
2,2′-Biquinoline Preparation Products And Raw materials
Raw materials2,2′-Biquinoline, 1,1′-dioxide–>2,2′-Biquinoline, 1-oxide–>2,2′-Biquinoline, 1,1′,2,2′,3,3′,4,4′-octahydro-–>2-Bromoquinoline–>2-Chloroquinoline–>2-(tributylstannyl)quinoline–>Quinoline-N-oxide–>Quinoline
Preparation Products2-Butylquinoline–>2-(2-NAPHTHYL)QUINOLINE

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