3,3-Difluoroindolin-2-one

Base Information

• Chemical Name: 3,3-Difluoroindolin-2-one
• CAS No.: 197067-27-9
• Molecular Formula: C8H5F2NO
• Molecular Weight: 169.131
• Hs Code.: 2933998090
• DSSTox Substance ID: DTXSID80415835
• Nikkaji Number: J1.048.761G
• Wikidata: Q82224859
• Mol file: 197067-27-9.mol

Synonyms:3,3-Difluoroindolin-2-one;197067-27-9;3,3-difluoro-1H-indol-2-one;3,3-difluoro-2,3-dihydro-1H-indol-2-one;Difluoroindolin-2-one;3,3-difluoroindol-2-one;3,3-Difluoroindoline-2-one;SCHEMBL318947;DTXSID80415835;XHA06727;MFCD18450082;ZB1335;AKOS016007214;AB75832;CN-0204;3,3-Difluoro-1,3-dihydro-indol-2-one;CS-0190162;A880061;InChI=1/C8H5F2NO/c9-8(10)5-3-1-2-4-6(5)11-7(8)12/h1-4H,(H,11,12

Chemical Property of 3,3-Difluoroindolin-2-one

Chemical Property:

• Boiling Point: 251.0±40.0 °C(Predicted)
• PKA: 10.24±0.40(Predicted)
• PSA: 32.59000
• Density: 1.41±0.1 g/cm3(Predicted)
• LogP: 1.81560
• Storage Temp.: 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 169.03392011
• Heavy Atom Count: 12
• Complexity: 217

Purity/Quality:

97% ^*data from raw suppliers

3,3-Difluoroindolin-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(C(=O)N2)(F)F

Technology Process of 3,3-Difluoroindolin-2-one

There total 5 articles about 3,3-Difluoroindolin-2-one 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%

indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) → 3,3-difluoro-1,3-dihydro-2H-indol-2-one (197067-27-9)

Guidance literature:

With diethylamino-sulfur trifluoride; In dichloromethane; for 16h;

Reference yield: 78.0%

Ethyl bromodifluoroacetate (667-27-6) + aniline (62-53-3) → 3,3-difluoro-1,3-dihydro-2H-indol-2-one (197067-27-9)

Guidance literature:

With sodium acetate; copper(II) acetate monohydrate; bis(pinacol)diborane; 4,4'-di-tert-butyl-2,2'-bipyridine; In 1,2-dichloro-ethane; at 100 ℃; for 16h; regioselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1039/c6cc09643c

Reference yield: 76.0%

3-hydrazonoindolin-2-one (2365-44-8) → 3,3-difluoro-1,3-dihydro-2H-indol-2-one (197067-27-9)

Guidance literature:

With Selectfluor; In acetonitrile; at 20 ℃; for 12h;

DOI:10.1021/acs.joc.8b00737

upstream raw materials:

indole-2,3-dione

1-benzyl-3,3-difluoroindolin-2-one

Ethyl bromodifluoroacetate

aniline

Downstream raw materials:

3-fluoro-1H-indole