4,5,6,7-Tetrafluoroindoline

Base Information

• Chemical Name: 4,5,6,7-Tetrafluoroindoline
• CAS No.: 19282-55-4
• Molecular Formula: C8H5F4N
• Molecular Weight: 191.128
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80447636
• Wikidata: Q72505182
• Mol file: 19282-55-4.mol

Synonyms:4,5,6,7-Tetrafluoroindoline;19282-55-4;4,5,6,7-tetrafluoro-2,3-dihydro-1H-indole;1H-Indole, 4,5,6,7-tetrafluoro-2,3-dihydro-;EC-000.1818;SCHEMBL7985965;DTXSID80447636;3-Isoxazolecarboxylicacid, 5-methyl-;AKOS006287895;MB06109;FT-0652465;EN300-8083526;A813603

Chemical Property of 4,5,6,7-Tetrafluoroindoline

Chemical Property:

• Vapor Pressure: 1.05mmHg at 25°C
• Melting Point: 60-61 °C
• Refractive Index: 1.477
• Boiling Point: 177.2 °C at 760 mmHg
• PKA: 2.06±0.20(Predicted)
• Flash Point: 61 °C
• PSA: 12.03000
• Density: 1.454g/cm³
• LogP: 2.34900
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 191.03581181
• Heavy Atom Count: 13
• Complexity: 201

Purity/Quality:

98%min ^*data from raw suppliers

4,5,6,7-TETRAFLUOROINDOLINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNC2=C1C(=C(C(=C2F)F)F)F

Technology Process of 4,5,6,7-Tetrafluoroindoline

There total 6 articles about 4,5,6,7-Tetrafluoroindoline 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: 61.0%

2-(2,3,4,5,6-pentafluorophenyl)ethan-1-amine (1583-76-2) → 4,5,6,7-Tetrafluoroindoline (19282-55-4)

Guidance literature:

With potassium fluoride; In N,N-dimethyl-formamide; for 4h; Heating;

DOI:10.1016/0022-1139(94)03202-B

Reference yield:

(pentafluorophenyl)acetonitrile (653-30-5) → 4,5,6,7-Tetrafluoroindoline (19282-55-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / LiAlH₄, AlCl₃ / diethyl ether / 1 h

2: 61 percent / KF / dimethylformamide / 4 h / Heating

With potassium fluoride; lithium aluminium tetrahydride; aluminium trichloride; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1016/0022-1139(94)03202-B

Reference yield:

(pentafluorophenyl)acetonitrile (653-30-5) → 4,5,6,7-Tetrafluoroindoline (19282-55-4) + 1-(2'-Pentafluorophenylethyl)-4,5,6,7-tetrafluoroindoline

Guidance literature:

With hydrogenchloride; potassium fluoride; hydrogen; platinum(IV) oxide; Yield given. Multistep reaction; 1.) aq. EtOH, r.t., 1-3 atm, 2.) DMF, reflux, 4 h;

DOI:10.1016/0022-1139(94)03202-B

upstream raw materials:

(pentafluorophenyl)acetonitrile

2-(2,3,4,5,6-pentafluorophenyl)ethan-1-amine

Hexafluorobenzene

ethyl α-cyanopentafluorophenylacetate

Downstream raw materials:

4,5,6,7-tetrafluoro-1H-indole

Refernces

• 1、 Filler, Robert,Chen, Wei,Woods, Sarah M.. "Polyfluoroaralkylamines: an improved synthesis of 4,5,6,7-tetrafluoroindole". . p. 95 - 100. Retrieved 2007/10/02.