Julolidine

Julolidine
  • CAS No.:479-59-4
Other grades of this product :
Julolidine Basic information
Product Name:Julolidine
Synonyms:JULOLIDINE;2,3,6,7-TETRAHYDRO-1H,5H-BENZO[IJ]QUINOLIZINE;2,3,6,7-TETRAHYDRO-1H,5H-PYRIDO[3.2.1-IJ]QUINOLINE;1H,5H-BENZO[IJ]QUINOLIZINE, 2,3,6,7-TETRAHYDRO-;5h-benzo[ij]quinolizine,2,3,6,7-tetrahydro-1;Julolidine,98%;2,3,6,7-Tetrahydro-1H,5H-benzop[ij]quinolizine;Julolidine, 98% 25GR
CAS:479-59-4
MF:C12H15N
MW:173.25
EINECS:207-535-0
Product Categories:Miscellaneous Natural Products
Mol File:479-59-4.mol
Julolidine Chemical Properties
Melting point 34-36 °C(lit.)
Boiling point 170-173°C 31mm
density 1.0030
refractive index 1.5680
Fp >230 °F
storage temp. 2-8°C
form Liquid After Melting
pka6.54±0.20(Predicted)
color Clear yellow to orange-brown
Water Solubility Soluble in toluene. Insoluble in water.
Sensitive Air Sensitive
BRN 139925
InChIKeyDZFWNZJKBJOGFQ-UHFFFAOYSA-N
CAS DataBase Reference479-59-4(CAS DataBase Reference)
NIST Chemistry ReferenceJulolidine(479-59-4)
EPA Substance Registry System1H,5H-Benzo[ij]quinolizine, 2,3,6,7-tetrahydro- (479-59-4)
Safety Information
Risk Statements 52/53
Safety Statements 24/25-61
WGK Germany 3
TSCA Yes
HS Code 29339900
MSDS Information
ProviderLanguage
Julolidine English
SigmaAldrich English
ACROS English
ALFA English
Julolidine Usage And Synthesis
Chemical PropertiesCLEAR YELLOW TO ORANGE-BROWN LIQUID AFTER MELTING
UsesJulolidine used as amine building block and in chemoluminescent dye. Also used in photoconductive materials, chemiluminescence substances, chromogenic substrates in analytical redox reactions, dye intermediates, potential antidepressants and tranquilizers, nonlinear optical materials, high sensitivity photopolymerizable materials, and for improving color stability in photography.
Purification MethodsPurify julolidine by dissolving it in dilute HCl, steam is bubbled through the solution and the residual acidic solution is basified with 10N NaOH, extracted with Et2O, washed with H2O, dried (NaOH pellets), filtered, evaporated and distilled in vacuo. The distillate crystallises on cooling (m 39-40o). It develops a red colour on standing in contact with air for several days. The colour can be removed by distilling or dissolving in 2-3 parts of hexane, adding charcoal, filtering and cooling in an Me2CO/Dry-ice bath when julolidine crystallises out (85-90% yield m 39-40o). The hydrobromide [83646-41-7] has m 218o (239-242o), the picrate has m 174o(165o) and the methiodide crystallises from MeOH, with m 186o [Glass & Weisberger Org Synth Coll Vol III 504 1955, Smith & Yu J Org Chem 17 1285 1952, Beilstein 20 H 332, 20 I 133, 20 II 214, 20 III/IV 3281.] Highly TOXIC.

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