1H,5H-Benzo[ij]quinolizine-9-carboxaldehyde, 2,3,6,7-tetrahydro-

Base Information

• Chemical Name: 1H,5H-Benzo[ij]quinolizine-9-carboxaldehyde, 2,3,6,7-tetrahydro-
• CAS No.: 33985-71-6
• Molecular Formula: C13H15NO
• Molecular Weight: 201.268
• Hs Code.: 2933990090
• European Community (EC) Number: 805-852-4
• NSC Number: 159999
• UNII: X7O18JQ57M
• DSSTox Substance ID: DTXSID4067806
• Nikkaji Number: J87.921E
• Wikidata: Q72486789
• ChEMBL ID: CHEMBL2143785
• Mol file: 33985-71-6.mol

Synonyms:33985-71-6;9-Julolidinecarboxaldehyde;1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinoline-9-carbaldehyde;1H,5H-Benzo[ij]quinolizine-9-carboxaldehyde, 2,3,6,7-tetrahydro-;9-Julolidine carboxaldehyde;JULOLIDINE-9-CARBALDEHYDE;2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinoline-9-carbaldehyde;NSC 159999;2,3,6,7-Tetrahydro-1H,5H-benzo[ij]quinolizine-9-carboxaldehyde;BRN 0178538;X7O18JQ57M;2,3,6,7-Tetrahydro-1H,5H-benzo(ij)quinolizine-9-carboxaldehyde;1H,5H-Benzo(ij)quinolizine-9-carboxaldehyde, 2,3,6,7-tetrahydro-;NSC-159999;1-azatricyclo[7.3.1.05,13]trideca-5,7,9(13)-triene-7-carbaldehyde;5-21-08-00386 (Beilstein Handbook Reference);2,3,6,7-Tetrahydro-1H,5H-pyrido-[3,2,1-ij]quinoline-9-carbaldehyde;2,3,6,7-tetrahydro-1h,5h-pyrido(3,2,1-ij)quinoline-9-carbaldehyde;9-formyljulolidine;NSC159999;9-JULOLIDINAL;UNII-X7O18JQ57M;Oprea1_862885;SCHEMBL254935;CHEMBL2143785;DTXSID4067806;XIIVBURSIWWDEO-UHFFFAOYSA-;9-JULOLIDINYLCARBOXALDEHYDE;MFCD00151555;AKOS015903045;NCGC00188235-01;NCGC00188235-02;NCGC00188235-03;AC-24426;AS-38857;LS-40202;CS-0060780;J0008;EN300-173287;Z1509617999;9-FORMYL-2,3,6,7-TETRAHYDRO-1H,5H-BENZO(IJ)QUINOLIZINE;1-azatricyclo[7.3.1.0,5,13]trideca-5,7,9(13)-triene-7-carbaldehyde;1-azatricyclo[7.3.1.0?,??]trideca-5,7,9(13)-triene-7-carbaldehyde;2,3,6,7-tetrahydro-1 H,5H-pyrido[3,2, 1-ij]quinoline-9-carbaldehyde

Chemical Property of 1H,5H-Benzo[ij]quinolizine-9-carboxaldehyde, 2,3,6,7-tetrahydro-

Chemical Property:

• Vapor Pressure: 9.2E-07mmHg at 25°C
• Melting Point: 83 °C
• Refractive Index: 1.614
• Boiling Point: 404.8 °C at 760 mmHg
• PKA: 3.15±0.20(Predicted)
• Flash Point: 173.5 °C
• PSA: 20.31000
• Density: 1.18 g/cm³
• LogP: 2.26290
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 201.115364102
• Heavy Atom Count: 15
• Complexity: 233

Purity/Quality:

99% ^*data from raw suppliers

9-Julolidinecarboxaldehyde >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=CC(=CC3=C2N(C1)CCC3)C=O

Technology Process of 1H,5H-Benzo[ij]quinolizine-9-carboxaldehyde, 2,3,6,7-tetrahydro-

There total 6 articles about 1H,5H-Benzo[ij]quinolizine-9-carboxaldehyde, 2,3,6,7-tetrahydro- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

N-[(1,2,3,5,6,7-hexahydropyrido[3,2,1-ij]quinolin-9-yl)methylene]-N-methylmethanaminium tetrafluoroborate → 9-julolidinecarboxaldehyde (33985-71-6)

Guidance literature:

With sodium hydroxide; In methanol; water; pH=Ca. 8 - 9;

DOI:10.1515/znb-2016-0009

Reference yield: 94.0%

julolidine (479-59-4) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 9-julolidinecarboxaldehyde (33985-71-6)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; at 20 ℃; for 0.5h; Inert atmosphere;

julolidine; at 90 ℃; for 4.5h; Inert atmosphere;

DOI:10.1016/j.chemphys.2020.110854

Reference yield: 91.0%

julolidine (479-59-4) → 9-julolidinecarboxaldehyde (33985-71-6)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; at 0 ℃; for 1.25h;

julolidine; for 1.16667h;

upstream raw materials:

julolidine

N-methyl-N-phenylformamide

N,N-dimethyl-formamide

1,2,3,5,6,7-hexahydropyrido[3,2,1-ij]quinoline hydrobromide

Downstream raw materials:

C₃₁H₂₈NTe⁽¹⁺⁾*BF₄^(1-)

1-(2,3,6,7-tetrahydro-1H,5H-benzo[ij]quinolizin-9-yl)-2-(2-carboxybenzamido)ethanone

2,3-dicyano-5-[2-(9-julolidyl)-ethenyl]-6-phenylpyrazine

9-(2-carboxy-2-cyanovinyl)julolidine

Refernces

• 1、 Wang, Hui,Lu, Zhikuan,Lord, Samuel J.,Willets, Katherine A.,Bertke, Jeffrey A.,Bunge, Scott D.,Moerner,Twieg, Robert J.. "The influence of tetrahydroquinoline rings in dicyanomethylenedihydrofuran (DCDHF) single-molecule fluorophores". . p. 103 - 114. Retrieved 2007.
• 2、 Martini, Giulio,Martinelli, Elisa,Ruggeri, Giacomo,Galli, Giancarlo,Pucci, Andrea. "Julolidine fluorescent molecular rotors as vapour sensing probes in polystyrene films". . p. 47 - 54. Retrieved 2015.
• 3、 Borelli, Mirko,Iasilli, Giuseppe,Minei, Pierpaolo,Pucci, Andrea. "Fluorescent polystyrene films for the detection of volatile organic compounds using the twisted intramolecular charge transfer mechanism ?". . . Retrieved 2017.
• 4、 Au-Yeung, Sung King,Chen, Qingxin,Feng, Ling,Hailu, Hagos Birhanu,Liu, Zhiyang,Pang, Qiuxiang,Sun, Hongyan,Xie, Yusheng,Yang, Mengsu,Yao, Xi,Zhang, Jie,Zhang, Liang. "A fluorescent molecular rotor probe for tracking plasma membranes and exosomes in living cells". supporting information. p. 8480 - 8483. Retrieved 2020/08/13.
• 5、 Mayer, Robert J.,Hampel, Nathalie,Mayer, Peter,Ofial, Armin R.,Mayr, Herbert. "Synthesis, Structure, and Properties of Amino-Substituted Benzhydrylium Ions – A Link between Ordinary Carbocations and Neutral Electrophiles". supporting information. p. 412 - 421. Retrieved 2018/09/14.