1H,5H-Benzo[ij]quinolizin-8-ol, 2,3,6,7-tetrahydro-

Base Information

• Chemical Name: 1H,5H-Benzo[ij]quinolizin-8-ol, 2,3,6,7-tetrahydro-
• CAS No.: 41175-50-2
• Molecular Formula: C12H15NO
• Molecular Weight: 189.257
• Hs Code.: 2933990090
• European Community (EC) Number: 255-247-9
• UNII: SDF5635X33
• DSSTox Substance ID: DTXSID0068286
• Nikkaji Number: J236.729G
• Mol file: 41175-50-2.mol

Synonyms:8-Hydroxyjulolidine;41175-50-2;1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol;1H,5H-Benzo[ij]quinolizin-8-ol, 2,3,6,7-tetrahydro-;2,3,6,7-Tetrahydro-1H,5H-pyrido[3,2,1-ij]quinolin-8-ol;2,3,6,7-Tetrahydro-1H,5H-benzo[ij]quinolizin-8-ol;8-hydroxy julolidine;MFCD00006918;SDF5635X33;EINECS 255-247-9;2,3,6,7-Tetrahydro-1H,5H-benzo(ij)quinolizin-8-ol;1H,5H-Benzo(ij)quinolizin-8-ol, 2,3,6,7-tetrahydro-;1-azatricyclo[7.3.1.05,13]trideca-5,7,9(13)-trien-6-ol;Timtec-Bb Sbb006615;8-Hydroxyjulolidine, 97%;Oprea1_302656;SCHEMBL57822;UNII-SDF5635X33;F9995-0032;DTXSID0068286;FOFUWJNBAQJABO-UHFFFAOYSA-;AMY10195;BCP17314;CS-D0243;STK326158;AKOS000266870;AC-23080;DS-16292;SY038919;FT-0621546;H0928;EN300-06125;VU0422103-2;F51881;A873123;SR-01000391415;SR-01000391415-1;Z56928944;2,3,6,7-Tetrahydro-1H,5H-pyrido3,2,1-ijquinolin-8-ol;2,3,6,7-Tetrahydro-1H,5H-pyrido[3,2,1-ij]quinolin-8-ol #;1-azatricyclo[7.3.1.0,5,13]trideca-5(13),6,8-trien-6-ol

Chemical Property of 1H,5H-Benzo[ij]quinolizin-8-ol, 2,3,6,7-tetrahydro-

Chemical Property:

• Appearance/Colour: pink to beige or brown fine crystalline powder
• Vapor Pressure: 3.88E-06mmHg at 25°C
• Melting Point: 132-134 °C(lit.)
• Refractive Index: 1.645
• Boiling Point: 374.427 °C at 760 mmHg
• PKA: 11.25±0.20(Predicted)
• Flash Point: 213.494 °C
• PSA: 23.47000
• Density: 1.23 g/cm³
• LogP: 2.15600
• Storage Temp.: Store below +30°C.
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: Soluble in water (partly), ethanol, chloroform, methanol, and acetone.
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 189.115364102
• Heavy Atom Count: 14
• Complexity: 218

Purity/Quality:

99% ^*data from raw suppliers

8-Hydroxyjulolidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-37/39-26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CC2=C3C(=C(C=C2)O)CCCN3C1
• Uses: 8-Hydroxyjulolidine is used as an intermediate in the preparation of aminocoumarins via microwave-accelerated Pechmann reaction. It is also employed as a starting material for coumarin C-ribosides. 8-Hydroxyjulolidine has been used in the electrochemical switching fluorescence study.

Technology Process of 1H,5H-Benzo[ij]quinolizin-8-ol, 2,3,6,7-tetrahydro-

There total 6 articles about 1H,5H-Benzo[ij]quinolizin-8-ol, 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: 84.6%

1.3-chlorobromopropane (109-70-6) + m-Hydroxyaniline (591-27-5) → 8-hydroxyjulolidine (41175-50-2)

Guidance literature:

With sodium carbonate; In N,N-dimethyl-formamide; at 75 ℃; for 9h;

DOI:10.1016/j.cclet.2020.03.020

Reference yield: 70.1%

m-Anisidine (536-90-3,918666-97-4) + 1.3-chlorobromopropane (109-70-6) → 8-hydroxyjulolidine (41175-50-2)

Guidance literature:

m-Anisidine; 1.3-chlorobromopropane; at 20 - 140 ℃; for 45.5h; Inert atmosphere; Reflux;

With hydrogen iodide; for 6h; Reflux;

Reference yield: 67.0%

8-methoxy-1,2,3,5,6,7-hexahydropyrido[3,2,1-ij]quinoline (63468-83-7) → 8-hydroxyjulolidine (41175-50-2)

Guidance literature:

With hydrogenchloride; hydrogen iodide; In water; for 60h; Heating;

DOI:10.1021/jo00384a015

upstream raw materials:

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

m-Anisidine

1.3-chlorobromopropane

m-Hydroxyaniline

Downstream raw materials:

9-hydroxy-2,3,6,7-tetrahydro-1H,5H,11H-pyrano[2,3-f]pyrido[3,2,1-ij]quinolin-11-one

julolidine

ethyl 2-oxo-3,4-dihydro-2H-chromen-3-carboxylate

3-phenyl-8H,12H-6,7,10,11-tetrahydroquinolizino-1,4-benzoxazin-2-one

Refernces

• 1、 Yin, Guoxing,Niu, Tingting,Yu, Ting,Gan, Yabing,Sun, Xinyu,Yin, Peng,Chen, Haimin,Zhang, Youyu,Li, Haitao,Yao, Shouzhuo. "Simultaneous Visualization of Endogenous Homocysteine, Cysteine, Glutathione, and their Transformation through Different Fluorescence Channels". . p. 4557 - 4561. Retrieved 2019.
• 2、 Valenta et al.. "". . p. 2533. Retrieved 1964.
• 3、 Debnath, Tushar,Maity, Partha,Lobo, Hyacintha,Singh, Balvant,Shankarling, Ganapati S.,Ghosh, Hirendra N.. "Extensive reduction in back electron transfer in twisted intramolecular charge-transfer (TICT) coumarin-dye-sensitized TiO2 nanoparticles/film: A femtosecond transient absorption study". . p. 3510 - 3519. Retrieved 2014.
• 4、 -. "Synthesis method of long-wavelength asymmetric rhodamine dye". Paragraph 0010. . Retrieved 2021/07/08.
• 5、 Guo, Yuan,James, Tony D.,Li, Jian,Li, Xiaokang,Li, Xinming,Shi, Donglei,Teng, Hao,Tian, Jingye,Zhang, Yanhui. "Stress response decay with aging visualized using a dual-channel logic-based fluorescent probe". . p. 13483 - 13491. Retrieved 2021/11/01.