4,6-Difluoroindole

Base Information

• Chemical Name: 4,6-Difluoroindole
• CAS No.: 199526-97-1
• Molecular Formula: C8H5F2N
• Molecular Weight: 153.131
• Hs Code.: 2933990090
• European Community (EC) Number: 640-291-7
• DSSTox Substance ID: DTXSID40381103
• Nikkaji Number: J2.466.809F
• Wikidata: Q72463015
• Mol file: 199526-97-1.mol

Synonyms:4,6-Difluoroindole;199526-97-1;4,6-difluoro-1H-indole;1H-Indole, 4,6-difluoro-;MFCD01075213;4,6-difluoro-indole;SCHEMBL1405470;DTXSID40381103;MHICCULQVCEWFH-UHFFFAOYSA-N;BBL103002;STL556811;AKOS005255536;CS-W018080;PS-6844;SB15086;AC-11479;SY033202;A4368;FT-0643858;D-2510;EN300-156288

Chemical Property of 4,6-Difluoroindole

Chemical Property:

• Vapor Pressure: 0.03mmHg at 25°C
• Refractive Index: 1.616
• Boiling Point: 253.179 °C at 760 mmHg
• PKA: 15.80±0.30(Predicted)
• Flash Point: 106.919 °C
• PSA: 15.79000
• Density: 1.388 g/cm³
• LogP: 2.44610
• Storage Temp.: 2-8°C(protect from light)
• Sensitive.: Air Sensitive
• Solubility.: Sparingly Soluble (0.062 g/L) (25°C), Calc.
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 153.03900549
• Heavy Atom Count: 11
• Complexity: 151

Purity/Quality:

97% ^*data from raw suppliers

4,6-Difluoroindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CNC2=C1C(=CC(=C2)F)F
• Recent ClinicalTrials: A Study of A4368 in Healthy Subjects
• Uses: It is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and Dyestuffs.

Technology Process of 4,6-Difluoroindole

There total 4 articles about 4,6-Difluoroindole 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: 62.0%

→ 4,6-difluoro-1H-indole (199526-97-1)

Guidance literature:

Reference yield: 50.0%

4,6-difluoro-1H-indole-2-carboxylic acid (247564-66-5) → 4,6-difluoro-1H-indole (199526-97-1)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; copper; at 240 ℃;

DOI:10.1139/V07-020

Reference yield:

methyl-4,6-difluoroindole-carboxylate (394222-99-2) → 4,6-difluoro-1H-indole (199526-97-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / aq. NaOH / 2.5 h / Heating

2: 50 percent / copper; N-methylpyrrolidinone / 240 °C

With 1-methyl-pyrrolidin-2-one; sodium hydroxide; copper;

DOI:10.1139/V07-020

upstream raw materials:

4,6-difluoro-1H-indole-2-carboxylic acid

methyl-4,6-difluoroindole-carboxylate

2,4-difluorobenzaldehyde

Downstream raw materials:

1-[2'-deoxy-3',5'-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]-4,6-difluoroindole

1-(2'-deoxy-5'-O-tert-butyldiphenylsilyl-β-D-erythro-pentofuranosyl)-4,6-difluoroindole

1-(2'-deoxy-5'-O-tert-butyldiphenylsilyl-3'-O-mesyl-β-D-erythro-pentofuranosyl)-4,6-difluoroindole