| Identification | More | [Name]
Julolidine | [CAS]
479-59-4 | [Synonyms]
1H,5H-BENZO[IJ]QUINOLIZINE, 2,3,6,7-TETRAHYDRO-
2,3,6,7-TETRAHYDRO-1H,5H-BENZO[IJ]QUINOLIZINE
2,3,6,7-TETRAHYDRO-1H,5H-PYRIDO[3.2.1-IJ]QUINOLINE
JULOLIDINE
5h-benzo[ij]quinolizine,2,3,6,7-tetrahydro-1
Julolidine,98% | [EINECS(EC#)]
207-535-0 | [Molecular Formula]
C12H15N | [MDL Number]
MFCD00006917 | [Molecular Weight]
173.25 | [MOL File]
479-59-4.mol |
| Chemical Properties | Back Directory | [Appearance]
CLEAR YELLOW TO ORANGE-BROWN LIQUID AFTER MELTING | [Melting point ]
34-36 °C(lit.)
| [Boiling point ]
170-173°C 31mm | [density ]
1.0030 | [refractive index ]
1.5680 | [Fp ]
>230 °F
| [storage temp. ]
0-6°C | [form ]
Liquid After Melting | [pka]
6.54±0.20(Predicted) | [color ]
Clear yellow to orange-brown | [Water Solubility ]
Soluble in toluene. Insoluble in water. | [Sensitive ]
Air Sensitive | [BRN ]
139925 | [InChIKey]
DZFWNZJKBJOGFQ-UHFFFAOYSA-N | [CAS DataBase Reference]
479-59-4(CAS DataBase Reference) | [NIST Chemistry Reference]
Julolidine(479-59-4) | [EPA Substance Registry System]
479-59-4(EPA Substance) |
| Safety Data | Back Directory | [Risk Statements ]
52/53 | [Safety Statements ]
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [TSCA ]
Yes | [HS Code ]
29339900 |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
1-Bromo-3-chloropropane-->1H,5H-Benzo[ij]quinolizine, 2,3,6,7-tetrahydro-9-methoxy--->N-(3-Hydroxypropyl)aniline-->8-HYDROXYJULOLIDINE-->Aniline-->1,3-Propanediol-->p-Toluidine | [Preparation Products]
2,3,6,7-Tetrahydro-1H,5H-benzo[ij]quinolizine-9-carboxaldehyde |
| Hazard Information | Back Directory | [Chemical Properties]
CLEAR YELLOW TO ORANGE-BROWN LIQUID AFTER MELTING | [Uses]
Julolidine 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 Methods]
Purify 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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