4-Chloro-2,8-bis(trifluoromethyl)quinoline

Base Information

• Chemical Name: 4-Chloro-2,8-bis(trifluoromethyl)quinoline
• CAS No.: 83012-13-9
• Molecular Formula: C11H4 Cl F6 N
• Molecular Weight: 299.603
• Hs Code.: 29334900
• European Community (EC) Number: 280-132-5
• DSSTox Substance ID: DTXSID20232129
• Nikkaji Number: J278.733D
• Wikidata: Q72517536
• Mol file: 83012-13-9.mol

Synonyms:83012-13-9;4-Chloro-2,8-bis(trifluoromethyl)quinoline;2,8-Bis(trifluoromethyl)-4-chloroquinoline;4-Chloro-2,8-bis-trifluoromethylquinoline;C11H4ClF6N;4-Chloro-2,8-bis-trifluoromethyl-quinoline;Quinoline, 4-chloro-2,8-bis(trifluoromethyl)-;EINECS 280-132-5;MFCD00075104;6-Chloro-2,8-bis(trifluoromethyl)quinoline;SCHEMBL1258312;C11-H4-Cl-F6-N;DTXSID20232129;AMY14348;CS-D0693;AKOS005259145;AB02852;AC-7386;PS-7134;SY005990;2,8-bis-(trifluoromethyl)-4-chloroquinoline;FT-0610760;4-chloranyl-2,8-bis(trifluoromethyl)quinoline;A26938;4-Chloro-2,8-bis(trifluoromethyl)quinoline, 97%;A840489;J-514925

Chemical Property of 4-Chloro-2,8-bis(trifluoromethyl)quinoline

Chemical Property:

• Appearance/Colour: beige crystalline powder
• Vapor Pressure: 0.27mmHg at 25°C
• Melting Point: 46-48 °C(lit.)
• Boiling Point: 251.8 °C at 760 mmHg
• PKA: -3.49±0.50(Predicted)
• Flash Point: > 110 ºC (> 230.00 º F)
• PSA: 12.89000
• Density: 1.53 g/cm³
• LogP: 4.92580
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 0
• Exact Mass: 298.9936458
• Heavy Atom Count: 19
• Complexity: 328

Purity/Quality:

99% ^*data from raw suppliers

4-Chloro-2,8-bis(trifluoromethyl)quinoline ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)C(F)(F)F)N=C(C=C2Cl)C(F)(F)F

Technology Process of 4-Chloro-2,8-bis(trifluoromethyl)quinoline

There total 4 articles about 4-Chloro-2,8-bis(trifluoromethyl)quinoline 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%

2,8-bis(trifluoromethyl)quinolin-4-ol (35853-41-9) → 2,8-bis-(trifluoromethyl)-4-chloro-quinoline (83012-13-9)

Guidance literature:

With trichlorophosphate; at 80 ℃; for 4h;

DOI:10.1016/j.bmc.2019.01.044

Reference yield: 57.0%

2,8-bis(trifluoromethyl)quinolin-4-yl 4-methylbenzenesulfonate (150785-70-9) → 2,8-bis-(trifluoromethyl)-4-chloro-quinoline (83012-13-9)

Guidance literature:

With acetyl chloride; In acetic acid; at 25 ℃; for 6h;

DOI:10.1007/s00706-007-0772-5

Reference yield:

2-(trifluoromethyl)benzenamine (88-17-5) → 2,8-bis-(trifluoromethyl)-4-chloro-quinoline (83012-13-9)

Guidance literature:

Multi-step reaction with 2 steps

1: polyphosphoric acid / 3 h / 120 °C / Inert atmosphere

2: trichlorophosphate / 5 h / 80 °C / Inert atmosphere; Reflux

With trichlorophosphate;

DOI:10.1016/j.bmcl.2014.10.015

upstream raw materials:

2,8-bis(trifluoromethyl)quinolin-4-ol

2,8-bis-(Trichloromethyl)-4-chloro-quinoline

2,8-bis(trifluoromethyl)quinolin-4-yl 4-methylbenzenesulfonate

2-(trifluoromethyl)benzenamine

Downstream raw materials:

4-(piperazin-1-yl)-2,8-bis(trifluoromethyl)quinoline

4-<2',8'-bis(trifluoromethyl)quinolin-4'-ylamino>phenol

Refernces

• 1、 -. "Application of 2,8-bis(trifluoromethyl)quinoline 4-modified derivatives in prevention and treatment of plant diseases". Paragraph 0022-0024. . Retrieved 2019/09/14.
• 2、 Bhagat, Shweta,Arfeen, Minhajul,Das, Gourav,Ramkumar, Mridula,Khan, Shabana I.,Tekwani, Babu L.,Bharatam, Prasad V.. "Design, synthesis and biological evaluation of 4-aminoquinoline-guanylthiourea derivatives as antimalarial agents". . . Retrieved 2019/08/02.