5,6,7,8-Tetrahydroquinoline

Base Information

• Chemical Name: 5,6,7,8-Tetrahydroquinoline
• CAS No.: 10500-57-9
• Molecular Formula: C9H11N
• Molecular Weight: 133.193
• Hs Code.: 29334900
• European Community (EC) Number: 234-030-2
• NSC Number: 241127
• UNII: L786AAG56H
• DSSTox Substance ID: DTXSID40146911
• Nikkaji Number: J147.226G
• Wikidata: Q21099118
• Mol file: 10500-57-9.mol

Synonyms:5,6,7,8-tetrahydroquinoline

Chemical Property of 5,6,7,8-Tetrahydroquinoline

Chemical Property:

• Appearance/Colour: clear to yellow liquid
• Melting Point: 222 °C
• Refractive Index: 1.5420 to 1.5450
• Boiling Point: 222.729 °C at 760 mmHg
• PKA: 6.30±0.20(Predicted)
• Flash Point: 86.111 °C
• PSA: 12.89000
• Density: 1.029 g/cm³
• LogP: 1.96040
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform (Slightly), DMSO (Sparingly) Methanol (Slightly)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 133.089149355
• Heavy Atom Count: 10
• Complexity: 111

Purity/Quality:

99% ^*data from raw suppliers

5,6,7,8-Tetrahydroquinoline >96.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36/37/39-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Quinolines
• Canonical SMILES: C1CCC2=C(C1)C=CC=N2
• Uses: 5,6,7,8-Tetrahydroquinoline can be used to prevent and treat of hyperlipemia.

Technology Process of 5,6,7,8-Tetrahydroquinoline

There total 91 articles about 5,6,7,8-Tetrahydroquinoline 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: 92.0%

quinoline (91-22-5) → 5,6,7,8-tetrahydroquinoline (10500-57-9) + 1,2,3,4-tetrahydroisoquinoline (635-46-1)

Guidance literature:

With 5% Ru/MgO; hydrogen; In tetrahydrofuran; at 150 ℃; for 0.7h; under 38002.6 Torr; Time; Concentration; Pressure;

DOI:10.1016/j.jcat.2013.12.017

Reference yield: 72.4%

3-phenyl-1-propanesulphonyl azide (80639-68-5) → allylbenzene (300-57-2,57807-91-7) + 5,6,7,8-tetrahydroquinoline (10500-57-9) + 1,2,3,4-tetrahydroisoquinoline (635-46-1) + dihydrocinnamonitrile (645-59-0)

Guidance literature:

at 990 ℃; under 0.05 Torr; Further byproducts given;

DOI:10.1039/c39810001087

Reference yield: 30.0%

quinoline (91-22-5) → 5,6,7,8-tetrahydroquinoline (10500-57-9) + propylcyclohexane (1678-92-8) + 1-propylcyclohexene (2539-75-5) + 2-propylaniline (1821-39-2) + decahydroquinoline (767-92-0,10343-99-4,22160-37-8,22160-38-9,105728-23-2,115730-30-8,115730-31-9,150254-00-5,2051-28-7)

Guidance literature:

With hydrogen; at 400 ℃; Temperature; Reagent/catalyst;

DOI:10.1002/cctc.201300856

upstream raw materials:

quinoline

2-chloro-5,6,7,8-tetrahydro-quinoline

2-(3-oxopropyl)cyclohexanone

ammonium acetate

Downstream raw materials:

8-Cyano-5,6,7,8-tetrahydroquinoline

2,4,6-Trimethyl-benzenesulfonate1-amino-5,6,7,8-tetrahydro-quinolinium;

cefquinome

8-benzylidene-5,6,7,8-tetrahydroquinoline

Refernces

• 1、 Mikhaleva, A. I.,Petrova, O. V.,Bzhezovskii, V. M.,Kalinina, N. A.. "UNEXPECTED TRANSFORMATION OF THE o-ALLYL ETHER OF CYCLOHEXANONE OXIME IN SUPERBASE MEDIA". . p. 1555 - 1556. Retrieved 1987.
• 2、 Dol'skaya, Yu. S.,Kapustin, M. A.,Kondrat'eva, G. Ya.,Garanin, V. I.,Minachev, Kh. M.,Reutova, N. I.. "INVESTIGATION OF UNSATURATED AMINES. 20. HETEROAROMATIZATION OF AZAOLEFINS IN THE PRESENCE OF METAL-ZEOLITE CATALYSTS". . p. 477 - 480. Retrieved 1980.
• 3、 Fish, Richard H.,Thormodsen, Arne D.,Cremer Gregg A.. "Homogeneous Catalytic Hydrogenation. 1. Regiospecific Reductions of Polynuclear Aromatic and Polynuclear Heteroaromatic Nitrogen Compounds Catalyzed by Transition-Metal Carbonyl Hydrides". . p. 5234 - 5237. Retrieved 1982.
• 4、 Crabb, Trevor A.,Jupp, Philip A.. "Compounds with Bridgehead Nitrogen. Part 49. The Synthesis and Stereochemistry of Perhydropyridobenzoxazepines and of r-3a,t-11a,c-14a,t-14b,t-22a,t-22b-Perhydrodiquinodioxadiazacyclotetradecine". . p. 913 - 918. Retrieved 1985.
• 5、 Chumakov,Bulgakova. "-". . . Retrieved 1971.
• 6、 Pham, Van Cuong,Jossang, Akino,Chiaroni, Angèle,Sévenet, Thierry,Bodo, Bernard. "Asymmetric synthesis of myrioxazines A and B, novel alkaloids of Myrioneuron nutans". . p. 7565 - 7568. Retrieved 2002.
• 7、 Thummel,R.P.,Kohli,D.K.. "-". . p. 2742 - 2747. Retrieved 1977.
• 8、 Vierhapper,Eliel. "-". . p. 2256. Retrieved 1974.
• 9、 Feiring. "-". . p. 3255. Retrieved 1977.
• 10、 Kusumi,Yoneda,Kakisawa. "A convenient synthesis of 5,6,7,8-tetrahydroquinoline". . p. 221 - 223. Retrieved 1979.