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{{no footnotes|date=November 2011}} |
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{{chembox |
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{{chembox |
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| Verifiedfields = changed |
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| Watchedfields = changed |
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| verifiedrevid = 459434931 |
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| ImageFile = Julolidine.png |
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| ImageFile = Julolidine.png |
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| ImageFile_Ref = {{Chemboximage|correct|??}} |
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| ImageFile_Ref = {{Chemboximage|correct|??}} |
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| ImageName = Diagram showing structure of Julolidine |
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| ImageName = Diagram showing structure of julolidine |
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| PIN = 2,3,6,7-Tetrahydro-1''H'',5''H''-pyridoquinoline |
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| Section1 = {{Chembox Identifiers |
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| OtherNames = |
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| IUPACName = Julolidine |
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|Section1={{Chembox Identifiers |
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| OtherNames = 2,3,6,7-tetrahydro-1H,5H-benzoquinolizine |
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| CASNo = <!-- blanked - oldvalue: 479-59-4 --> |
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| CASNo = 479-59-4 |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| PubChem = 68069 |
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| UNII = 8ERL3KJ6GQ |
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| UNII_Ref = {{fdacite|changed|FDA}} |
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| PubChem = 68069 |
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| SMILES = C1CC2=C3C(=CC=C2)CCCN3C1 |
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| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} |
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| ChemSpiderID = 61383 |
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| SMILES = c13c2c(ccc1)CCCN2CCC3 |
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| StdInChI_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChI = 1S/C12H15N/c1-4-10-6-2-8-13-9-3-7-11(5-1)12(10)13/h1,4-5H,2-3,6-9H2 |
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| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChIKey = DZFWNZJKBJOGFQ-UHFFFAOYSA-N |
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}} |
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|Section2={{Chembox Properties |
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| C=12 | H=15 | N=1 |
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| Appearance = |
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| Density = 1.003 g/mL |
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| MeltingPtC = 35 |
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| BoilingPt = |
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| RefractIndex = 1.568 |
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}} |
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|Section7={{Chembox Hazards |
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| FlashPtC = 110 |
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}} |
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| Section2 = {{Chembox Properties |
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| Formula = C<sub>12</sub>H<sub>15</sub>N |
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| MolarMass = 173.26 g/mol |
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| Appearance = |
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| Density = 1.003 g/ml |
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| MeltingPt = 35 °C |
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| BoilingPt = |
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| Refractive index = 1.568 |
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| Flash point = 110 °C |
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}} |
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}} |
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'''Julolidine''' is a ] ] ]. It has the formula C<sub>12</sub>H<sub>15</sub>N. |
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'''Julolidine''' is a ] ] ]. It has the formula C<sub>12</sub>H<sub>15</sub>N. |
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== Synthesis == |
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== Synthesis == |
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The first synthesis of julolidine was first reported by G. Pinkus in 1892.<ref>Pinkus, G. Ueber die Einwirkung von Trimethylenchlorbromid auf einige aromatische Amine und Amide. ] 1892, 25 (2), 2798–2806</ref> |
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Synthesized of Julolidine was first reported by |
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G. Pinkus in 1892. |
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==Applications== |
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==Applications== |
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This compound and its derivatives have found recent |
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This compound and its derivatives have found recent interest as ] materials, ] |
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substances, ] substrates in analytical ], dye intermediates, potential antidepressants |
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interest as photoconductive materials, chemiluminescence |
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and tranquilizers, ] materials, high sensitivity ] materials, and for improving color stability in photography. |
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substances, chromogenic substrates in analytical |
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redox reactions, dye intermediates, potential antidepressants |
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and tranquilizers, nonlinear optical materials, |
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high sensitivity photopolymerizable materials, |
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and for improving color stability in photography. |
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==References== |
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==References== |
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{{reflist}} |
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{{reflist}} |
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==External links== |
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*Pinkus, G. Ueber die Einwirkung von Trimethylenchlorbromid auf einige aromatische Amine und Amide. ] 1892, 25 (2), 2798–2806. |
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*Katritzky, A.; Rachwal, B.; Rachwal, S. Convenient Synthesis of Julolidines Using Benzotriazole Methodology. J. Org. Chem. Rachwal 1996, 61, 3117–3126. |
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* {{cite journal | doi = 10.1021/jo9519118| pmid = 11667174| title = Convenient Synthesis of Julolidines Using Benzotriazole Methodology| journal = The Journal of Organic Chemistry| volume = 61| issue = 9| pages = 3117| year = 1996| last1 = Katritzky| first1 = Alan R.| last2 = Rachwal| first2 = Bogumila| last3 = Rachwal| first3 = Stanislaw| last4 = Abboud| first4 = Khalil A.}} |
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] |
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] |
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{{uncategorized|date=November 2011}} |
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