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HomeProduct name listJulolidine

Julolidine

Synonym(s):2,3,6,7-Tetrahydro-1H,5H-benzo[ij]quinolizine

  • CAS NO.:479-59-4
  • Empirical Formula: C12H15N
  • Molecular Weight: 173.25
  • MDL number: MFCD00006917
  • EINECS: 207-535-0
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2023-05-15 10:43:23
Julolidine Structural

What is Julolidine?

Chemical properties

CLEAR YELLOW TO ORANGE-BROWN LIQUID AFTER MELTING

The Uses of Julolidine

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.

Properties of Julolidine

Melting point: 34-36 °C(lit.)
Boiling point: 170-173°C 31mm
Density  1.0030
refractive index  1.5680
Flash point: >230 °F
storage temp.  2-8°C
solubility  Chloroform (Slightly), Ethyl Acetate (Slightly)
pka 6.54±0.20(Predicted)
form  Liquid After Melting
color  Clear yellow to orange-brown
Water Solubility  Soluble in toluene. Insoluble in water.
Sensitive  Air Sensitive
BRN  139925
CAS DataBase Reference 479-59-4(CAS DataBase Reference)
NIST Chemistry Reference Julolidine(479-59-4)
EPA Substance Registry System 1H,5H-Benzo[ij]quinolizine, 2,3,6,7-tetrahydro- (479-59-4)

Safety information for Julolidine

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for Julolidine

InChIKey DZFWNZJKBJOGFQ-UHFFFAOYSA-N

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