5-Amino-4-fluoro-2-methylphenol

Base Information

• Chemical Name: 5-Amino-4-fluoro-2-methylphenol
• CAS No.: 122455-85-0
• Molecular Formula: C7H8FNO
• Molecular Weight: 141.145
• Hs Code.: 2922299090
• DSSTox Substance ID: DTXSID40436208
• Mol file: 122455-85-0.mol

Synonyms:5-Amino-4-fluoro-2-methylphenol;122455-85-0;5-amino-4-fluoro-2-methyl-phenol;Phenol, 5-amino-4-fluoro-2-methyl-;2-Fluoro-5-hydroxy-4-methylaniline;SCHEMBL455533;DTXSID40436208;HEAQOCBITATQEW-UHFFFAOYSA-N;2-fluoro-5-hydroxy4-methylaniline;MFCD04972656;AKOS006346302;1,6-HEXANEDIAMINEDIHYDROCHLORIDE;AC-25960;DS-12279;FT-0659031;A19886;J-004805;4-Amino-5-fluoro-o-cresol;4-Amino-5-fluoro-o-methylphenol

Chemical Property of 5-Amino-4-fluoro-2-methylphenol

Chemical Property:

• Vapor Pressure: 0.004mmHg at 25°C
• Melting Point: 147 °C
• Refractive Index: 1.587
• Boiling Point: 270.958 °C at 760 mmHg
• PKA: 10.39±0.23(Predicted)
• Flash Point: 117.672 °C
• PSA: 46.25000
• Density: 1.276 g/cm³
• LogP: 2.00310
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 141.058992041
• Heavy Atom Count: 10
• Complexity: 120

Purity/Quality:

99% ^*data from raw suppliers

5-Amino-4-fluoro-2-methylphenol 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1O)N)F

Technology Process of 5-Amino-4-fluoro-2-methylphenol

There total 5 articles about 5-Amino-4-fluoro-2-methylphenol 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%

2-methyl-4-fluoro-5-nitrophenol (122455-84-9) → 2-fluoro-5-hydroxy-4-methylaniline (122455-85-0)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In methanol; for 2h; under 1551.49 Torr;

Reference yield: 47.0%

iron (7439-89-6) + iron(II) sulfate + 2-methyl-4-fluoro-5-nitrophenol (122455-84-9) → 2-fluoro-5-hydroxy-4-methylaniline (122455-85-0)

Guidance literature:

In water;

Reference yield:

4-fluoro-2-methylphenol (452-72-2) → 2-fluoro-5-hydroxy-4-methylaniline (122455-85-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 78 percent / aq. NaOH / 2 h / 0 °C

2: 22 percent / HNO₃; H₂SO₄ / 2 h / 50 °C

3: 47 percent / Fe; FeSO₄ / H₂O / 4 h / Heating

With sodium hydroxide; sulfuric acid; nitric acid; iron; iron(II) sulfate; In water; 1: Acylation / 2: Nitration; Deacetylation / 3: Reduction;

DOI:10.1021/jm990345w

upstream raw materials:

2-methyl-4-fluoro-5-nitrophenol

4-fluoro-2-methylphenol

(4-fluoro-2-methylphenyl)methylcarbonate

iron

Downstream raw materials:

7-chloro-4-(2-fluoro-5-hydroxy-4-methylanilino)quinoline hydrochloride

5-(4-(1-(4-methoxybenzyl)-1H-pyrazol-4-yl)pyrimidin-2-yloxy)-2-fluoro-4-methylbenzenamine

4-(2-fluoro-5-hydroxy-4-methylanilino)-7-(2-methoxyethoxy)cinnoline hydrochloride

Refernces

• 1、 -. "Cinnoline derivatives and use as medicine". . . Retrieved 2008/06/13.
• 2、 -. "Quinazoline derivatives as VEGF inhibitors". . . Retrieved 2008/06/13.