4-Amino-2,6-difluorophenol

Base Information

• Chemical Name: 4-Amino-2,6-difluorophenol
• CAS No.: 126058-97-7
• Molecular Formula: C6H5F2NO
• Molecular Weight: 145.109
• Hs Code.: 2922299090
• European Community (EC) Number: 813-060-5
• DSSTox Substance ID: DTXSID70381116
• Nikkaji Number: J2.422.545C
• Wikidata: Q72435886
• Mol file: 126058-97-7.mol

Synonyms:4-Amino-2,6-difluorophenol;126058-97-7;3,5-Difluoro-4-hydroxyaniline;Phenol, 4-amino-2,6-difluoro-;MFCD03094493;4-Amino-2,6-difluorophenol, tech;4-amino-2,6-difluoropheneol;2,6-difluoro-4-aminophenol;4-amino-2,6-difluoro-phenol;SCHEMBL1137323;DTXSID70381116;RFEOSYDHBGPXCU-UHFFFAOYSA-N;CS-M2171;CK1180;AKOS009158250;AM61298;PS-8966;AC-25959;SY014943;FT-0648361;EN300-96331;A19885

Chemical Property of 4-Amino-2,6-difluorophenol

Chemical Property:

• Vapor Pressure: 0.03mmHg at 25°C
• Melting Point: 0°C
• Refractive Index: 1.57
• Boiling Point: 237 °C at 760 mmHg
• PKA: 7.72±0.23(Predicted)
• Flash Point: 97.1 °C
• PSA: 46.25000
• Density: 1.472 g/cm³
• LogP: 1.83380
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 145.03392011
• Heavy Atom Count: 10
• Complexity: 110

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-amino-2,6-difluorophenol ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1F)O)F)N

Technology Process of 4-Amino-2,6-difluorophenol

There total 6 articles about 4-Amino-2,6-difluorophenol 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%

2-(benzyloxy)-1,3-difluoro-5-nitrobenzene (847861-84-1) → 2,6-di-fluoro-4-aminophenol (126058-97-7)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In ethanol; at 20 ℃; under 760.051 Torr;

Reference yield: 90.1%

2,6-Difluoro-4-nitrophenol (658-07-1) → 2,6-di-fluoro-4-aminophenol (126058-97-7)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; water; at 60 - 70 ℃; under 2250.23 - 3000.3 Torr; Reagent/catalyst; Sealed tube;

Reference yield:

2,6-difluorophenol (28177-48-2) → 2,6-di-fluoro-4-aminophenol (126058-97-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / HNO₃ / acetic acid / 15 - 20 °C

2: H₂ / 10 percent Pd/C / ethanol / 2 h

With hydrogen; nitric acid; palladium on activated charcoal; In ethanol; acetic acid;

DOI:10.1021/jm980435l

upstream raw materials:

2,6-Difluoro-4-nitrophenol

2,6-difluorophenol

2-(benzyloxy)-1,3-difluoro-5-nitrobenzene

2,6-difluoroaniline

Downstream raw materials:

4-[(6-chloro-3-(trifluoromethyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]-pyridin-4-yl)oxy]-3,5-difluoroaniline

4-((2-chloropyridin-4-yl)oxy)-3,5-difluoroaniline

Refernces

• 1、 Cheung, Mui,Desai, Tina A.,Fries, Harvey,Gatto, Gregory J.,Graves, Alan P.,Holt, Dennis A.,Kallander, Lara S.,Patterson, Jaclyn R.,Shewchuk, Lisa,Stoy, Patrick,Totoritis, Rachel,Wang, Liping. "Identification of Diarylurea Inhibitors of the Cardiac-Specific Kinase TNNI3K by Designing Selectivity against VEGFR2, p38α, and B-Raf". . p. 15651 - 15670. Retrieved 2021/11/16.
• 2、 Backos, Donald S.,Casalvieri, Kimberly A.,Matheson, Christopher J.,Reigan, Philip. "Substituted pteridinones as p90 ribosomal S6 protein kinase (RSK) inhibitors: A structure-activity study". . . Retrieved 2020/01/28.