2,2′-Biquinoline CAS:119-91-5

CAS: 119-91-5

MF:C18H12N2

MW: 256.3

EINECS: 204-357-5

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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: Heterocycles
2,2'-Biquinoline Structure
2,2′-Biquinoline Chemical Properties
Melting point 192-195 °C(lit.)
Boiling point 389.54°C (rough estimate)
bulk density 290kg/m3
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
pka 2.19±0.61(Predicted)
form Shiny Flakes
color Slightly yellow to light beige
Water Solubility Sparingly soluble in water (0.001g/L).
BRN 187259
InChIKey WPTCSQBWLUUYDV-UHFFFAOYSA-N
CAS DataBase Reference 119-91-5(CAS DataBase Reference)
NIST Chemistry Reference 2,2′-Biquinoline(119-91-5)
EPA Substance Registry System 2,2′-Biquinoline (119-91-5)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36-37/39
WGK Germany 3
F 8
TSCA Yes
HS Code 29334990
2,2′-Biquinoline Usage And Synthesis
Chemical Properties SLIGHTLY YELLOW TO LIGHT BEIGE SHINY FLAKES
Uses 2,2′-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.
Application 2,2′-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 Description 2,2′-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 Methods Decolourise 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 materials 2,2′-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 Products 2-Butylquinoline–>2-(2-NAPHTHYL)QUINOLINE