TheInfoListRev V3.40

Topic summary

Quinoline

Related topics
Names Preferred IUPAC name
Quinoline
Systematic IUPAC name
  • 1-Benzopyridine
  • Benzo[b]pyridine
  • 2-Azabicyclo[4.4.0]deca-1(6),2,4,7,9-pentaene
  • 2-Azabicyclo[4.4.0]deca-1,3,5,7,9-pentaene
  • Benzo[b]azine
  • Benzo[b]azabenzene
Other names
  • 1-Azanaphthalene
  • 1-Benzazine
  • Benzazine
  • Benzazabenzene
  • Benzopyridine
  • 1-Benzine
  • Quinolin
  • Chinoline
  • Chinoleine
  • Chinolin
  • Leucol
  • Leukol
  • Leucoline
Identifiers
3D model (JSmol)
107477 ChEBI
ChEMBL
ChemSpider
ECHA InfoCard100.001.865EC Number
  • 202-051-6
27201 KEGG
MeSHQuinolines
RTECS number
  • VA9275000
UNII
UN number2656
  • InChI=1S/C9H7N/c1-2-6-9-8(4-1)5-3-7-10-9/h1-7H
    Key: SMWDFEZZVXVKRB-UHFFFAOYSA-N
  • InChI=1/C9H7N/c1-2-6-9-8(4-1)5-3-7-10-9/h1-7H
    Key: SMWDFEZZVXVKRB-UHFFFAOYAU
  • n1cccc2ccccc12
  • C1=CC=C2C(=C1)C=CC=N2
Properties C9H7N Molar mass129.16g/mol Appearance Colorless oily liquid Density1.093g/mL Melting point−15 °C (5 °F; 258 K) Boiling point237 °C (459 °F; 510 K) , 760mm Hg; 108–110 °C (226–230 °F), 11mm Hg Slightly soluble SolubilitySoluble in alcohol, ether, and carbon disulfide Acidity (pKa) 4.85 (conjugated acid) −86.0·10cm/mol Thermochemistry 174.9kJ·mol Hazards GHS labelling: DangerH302, H312, H315, H319, H341, H350, H411P201, P202, P264, P270, P273, P280, P281, P301+P312, P302+P352, P305+P351+P338, P308+P313, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P391, P405, P501NFPA 704 (fire diamond)
2
1
0
Flash point101 °C (214 °F; 374 K) 400 °C (752 °F; 673 K) Lethal dose or concentration (LD, LC): 331mg/kg
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkYverify (  ?)

Quinoline is a heterocyclicaromaticorganic compound with the chemical formula C9H7N. It is a colorless hygroscopic liquid with a strong odor. Aged samples, especially if exposed to light, become yellow and later brown. Quinoline is only slightly soluble in cold water but dissolves readily in hot water and most organic solvents. Quinoline itself has few applications, but many of its derivatives are useful in diverse applications. A prominent example is quinine, an alkaloid found in plants. Over 200 biologically active quinoline and quinazoline alkaloids are identified. 4-Hydroxy-2-alkylquinolines (HAQs) are involved in antibiotic resistance.

Wikipedia source