7-(Trifluoromethyl)-1,2,3,4-tetrahydroquinoline

Base Information

• Chemical Name: 7-(Trifluoromethyl)-1,2,3,4-tetrahydroquinoline
• CAS No.: 450-62-4
• Molecular Formula: C10H10F3N
• Molecular Weight: 201.191
• Hs Code.: 2933499090
• European Community (EC) Number: 681-006-6
• DSSTox Substance ID: DTXSID20381747
• Wikidata: Q72512965
• Mol file: 450-62-4.mol

Synonyms:7-(trifluoromethyl)-1,2,3,4-tetrahydroquinoline;450-62-4;7-trifluoromethyl-1,2,3,4-tetrahydro-quinoline;MFCD00079784;Quinoline, 1,2,3,4-tetrahydro-7-(trifluoromethyl)-;SCHEMBL330393;DTXSID20381747;BBL103723;STL557533;AKOS001320878;MS-20687;CS-0107365;FT-0621326;FT-0657113;EN300-25406;D76733;1,2,3,4-Tetrahydro-7-(trifluoromethyl)quinoline;A826710;Z203888746;7-(Trifluoromethyl)-1,2,3,4-tetrahydroquinoline, AldrichCPR

Chemical Property of 7-(Trifluoromethyl)-1,2,3,4-tetrahydroquinoline

Chemical Property:

• Vapor Pressure: 0.0272mmHg at 25°C
• Melting Point: 30-32 °C
• Refractive Index: 1.475
• Boiling Point: 246.366 °C at 760 mmHg
• PKA: 4.09±0.20(Predicted)
• Flash Point: 102.799 °C
• PSA: 12.03000
• Density: 1.213 g/cm³
• LogP: 3.20150
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 201.07653381
• Heavy Atom Count: 14
• Complexity: 202

Purity/Quality:

99%, ^*data from raw suppliers

7-(Trifluoromethyl)-1,2,3,4-tetrahydroquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36:Wear suitable prot

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(C=C(C=C2)C(F)(F)F)NC1
• Uses: 7-(Trifluoromethyl)-1,2,3,4-tetrahydroquinoline is used for stereoselective preparation of difunctionalized dienes.

Technology Process of 7-(Trifluoromethyl)-1,2,3,4-tetrahydroquinoline

There total 5 articles about 7-(Trifluoromethyl)-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: 95.0%

7‐(trifluoromethyl)quinoline (325-14-4) → 7-(trifluoromethyl)-1,2,3,4-tetrahydroquinoline (450-62-4)

Guidance literature:

With C₄₆H₄₉CoN₃P₄⁽²⁺⁾*2BF₄^(1-); hydrogen; potassium hydroxide; In isopropyl alcohol; acetonitrile; at 100 ℃; for 48h; under 22801.5 Torr; chemoselective reaction; Autoclave; Glovebox;

DOI:10.1021/jacs.9b11070

Reference yield: 87.0%

ethanol (64-17-5) + [2-amino-4-(trifluoromethyl)phenyl]methan-1-ol (186602-93-7) → 7-(trifluoromethyl)-1,2,3,4-tetrahydroquinoline (450-62-4)

Guidance literature:

With nanosized Ni particles supported on Ni- and Al-containing layered double oxides; at 120 ℃; for 28h; Inert atmosphere; Sealed tube;

DOI:10.1021/acscatal.9b03245

Reference yield: 71.2%

→ 7-(trifluoromethyl)-1,2,3,4-tetrahydroquinoline (450-62-4)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; phenylsilane; In methanol; at 45 ℃; for 24h; Inert atmosphere; Sealed tube;

upstream raw materials:

7‐(trifluoromethyl)quinoline

propan-1-ol

3-trifluoromethylaniline

formic acid

Downstream raw materials:

1-(3-bromo-benzyl)-7-trifluoromethyl-1,2,3,4-tetrahydro-quinoline

2-nitro-4-(trifluoromethyl)-benzenepropanoic acid methyl ester

C₂₆H₂₃Cl₂F₃N₂O₃

Refernces

• 1、 Duan, Ya-Nan,Du, Xiaoyong,Cui, Zhikai,Zeng, Yiqun,Liu, Yufeng,Yang, Tilong,Wen, Jialin,Zhang, Xumu. "Homogeneous Hydrogenation with a Cobalt/Tetraphosphine Catalyst: A Superior Hydride Donor for Polar Double Bonds and N-Heteroarenes". supporting information. p. 20424 - 20433. Retrieved 2019/12/27.
• 2、 Vilhanová, Beáta,van Bokhoven, Jeroen A.,Ranocchiari, Marco. "Gold Particles Supported on Amino-Functionalized Silica Catalyze Transfer Hydrogenation of N-Heterocyclic Compounds". supporting information. p. 677 - 686. Retrieved 2017/02/23.