1,2,3,4-Tetrahydroquinoline

Base Information

• Chemical Name: 1,2,3,4-Tetrahydroquinoline
• CAS No.: 635-46-1
• Deprecated CAS: 165057-15-8,86433-95-6,86433-95-6
• Molecular Formula: C9H11N
• Molecular Weight: 133.193
• Hs Code.: 29334990
• European Community (EC) Number: 211-237-6,246-995-7
• NSC Number: 15311
• UNII: CCR50N1Z9G
• DSSTox Substance ID: DTXSID8060903
• Nikkaji Number: J6.910H
• Wikipedia: Tetrahydroquinoline
• Wikidata: Q21099119
• Metabolomics Workbench ID: 66922
• ChEMBL ID: CHEMBL303611
• Mol file: 635-46-1.mol

Synonyms:1,2,3,4-tetrahydroquinoline;tetrahydroquinoline

Chemical Property of 1,2,3,4-Tetrahydroquinoline

Chemical Property:

• Appearance/Colour: clear pale yellow to yellow liquid
• Vapor Pressure: 0.0212mmHg at 25°C
• Melting Point: 9-14 °C(lit.)
• Refractive Index: n20/D 1.593(lit.)
• Boiling Point: 250.775 °C at 760 mmHg
• PKA: 5.09±0.20(Predicted)
• Flash Point: 100.6 °C
• PSA: 12.03000
• Density: 1.006 g/cm³
• LogP: 2.18270
• Storage Temp.: Room temperature.
• Water Solubility.: <1 g/L (20℃)
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• 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

1,2,3,4Tetrahydroquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,T
• Statements: 36/37/38-45
• Safety Statements: 26-36/37-36-45-53

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Quinolines
• Canonical SMILES: C1CC2=CC=CC=C2NC1
• Uses: 1,2,3,4-Tetrahydroquinoline is a reagent used in the synthesis of N-substituted benzoyl-1,2,3,4-tetrahydroquinolyl-1-carboxamides displaying fungicidal activity.

Technology Process of 1,2,3,4-Tetrahydroquinoline

There total 227 articles about 1,2,3,4-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: 66.0%

2-Chloroquinoline (612-62-4) → quinoline (91-22-5) + 1,2,3,4-tetrahydroisoquinoline (635-46-1) + 2-quinolone (59-31-4,70254-42-1,493-62-9)

Guidance literature:

With hydrogenchloride; indium; In water; for 2.5h; Reflux;

DOI:10.3987/COM-08-S(F)95

Reference yield: 62.0%

quinoline (91-22-5) + formic acid (64-18-6) → 1,2,3,4-tetrahydroisoquinoline (635-46-1) + N-methyl-1,2,3,4-tetrahydroquinoline (491-34-9)

Guidance literature:

With C₂₀H₂₅IrN₂O₃; at 80 ℃; for 10h; Reagent/catalyst;

DOI:10.1002/cctc.202101099

Reference yield: 37.0%

quinoline (91-22-5) + ethylene glycol (107-21-1) → 1,2,3,4-tetrahydroisoquinoline (635-46-1) + 5,6-dihydro-4H-pyrrolo-[3,2,1-ij]quinoline (5840-01-7)

Guidance literature:

With palladium 10% on activated carbon; zinc; In water; at 150 ℃; for 24h; Autoclave;

DOI:10.1039/c1ob05888f

upstream raw materials:

2-nitrocinnamic aldehyde

quinoline

benzyl potassium

benzyl alcohol

Downstream raw materials:

1-(1-methylethyl)-1,2,3,4-tetrahydroquinoline

Thiazole-4-carboxylic acid

(1,2,3,4-tetrahydro-quinolin-6-yl)-ethenetricarbonitrile

quinoline

Refernces

• 1、 Costil, Romain,Lefebvre, Quentin,Clayden, Jonathan. "Medium-Sized-Ring Analogues of Dibenzodiazepines by a Conformationally Induced Smiles Ring Expansion". . p. 14602 - 14606. Retrieved 2017.
• 2、 Tsodikov et al.. "-". . . Retrieved 1967.
• 3、 Antil, Neha,Kumar, Ajay,Akhtar, Naved,Begum, Wahida,Chauhan, Manav,Newar, Rajashree,Rawat, Manhar Singh,Manna, Kuntal. "Chemoselective and Tandem Reduction of Arenes Using a Metal–Organic Framework-Supported Single-Site Cobalt Catalyst". supporting information. p. 1031 - 1040. Retrieved 2022/01/19.
• 4、 -. "Aromatic compound hydrogenation and hydrodeoxygenation method and application thereof". Paragraph 0094-0095; 0114-0122. . Retrieved 2021/05/29.