2-ACETAMIDO-1-NITRO-3,5,6-TRIFLUOROBENZENE

Base Information

• Chemical Name: 2-ACETAMIDO-1-NITRO-3,5,6-TRIFLUOROBENZENE
• CAS No.: 388-11-4
• Molecular Formula: C8H5F3N2O3
• Molecular Weight: 234.135
• Hs Code.: 2924299090
• NSC Number: 37843
• DSSTox Substance ID: DTXSID50284590
• Wikidata: Q82019613
• Mol file: 388-11-4.mol

Synonyms:Acetanilide, 3‘,4‘,6‘-trifluoro-2‘-nitro-;2-Acetamido-1-nitro-3,5,6-trifluorobenzene;

Chemical Property of 2-ACETAMIDO-1-NITRO-3,5,6-TRIFLUOROBENZENE

Chemical Property:

• Vapor Pressure: 2.35E-05mmHg at 25°C
• Boiling Point: 359.6°Cat760mmHg
• Flash Point: 171.3°C
• PSA: 74.92000
• Density: 1.592g/cm³
• LogP: 2.56670
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 234.02522651
• Heavy Atom Count: 16
• Complexity: 297

Purity/Quality:

99% ^*data from raw suppliers

2-Acetamido-1-nitro-3,5,6-trifluorobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=C(C(=C(C=C1F)F)F)[N+](=O)[O-]

Technology Process of 2-ACETAMIDO-1-NITRO-3,5,6-TRIFLUOROBENZENE

There total 3 articles about 2-ACETAMIDO-1-NITRO-3,5,6-TRIFLUOROBENZENE 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: 58.0%

N-(2,4,5-trifluorophenyl)acetamide (366-50-7) → N-(3,4,6-trifluoro-2-nitrophenyl)acetamide (388-11-4)

Guidance literature:

With sulfuric acid; nitric acid; for 1h;

Reference yield:

2,4,5-trifluoroaniline (367-34-0) → N-(3,4,6-trifluoro-2-nitrophenyl)acetamide (388-11-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / Et₃N / tetrahydrofuran / -20 - 20 °C

2: 50 percent / AcOH; H₂SO₄; HNO₃

With sulfuric acid; nitric acid; acetic acid; triethylamine; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2006.05.003

Reference yield:

1,2,4-trifluoro-5-nitrobenzene (2105-61-5) → N-(3,4,6-trifluoro-2-nitrophenyl)acetamide (388-11-4)

Guidance literature:

Multi-step reaction with 3 steps

1: palladium on activated charcoal; hydrogen / 15 °C / 775.74 Torr

2: 15 °C

3: sulfuric acid; nitric acid / 1 h

With sulfuric acid; palladium on activated charcoal; hydrogen; nitric acid;

upstream raw materials:

N-(2,4,5-trifluorophenyl)acetamide

2,4,5-trifluoroaniline

1,2,4-trifluoro-5-nitrobenzene

Downstream raw materials:

2,3-diamino-4,6-difluoro-phenol

3-Amino-4.6-difluor-2-nitro-acetanilid

4.6-Difluor-2-nitro-m-phenylendiamin

Refernces

• 1、 Yu, Walter,Dener, Jeffrey M.,Dickman, Daniel A.,Grothaus, Paul,Ling, Yun,Liu, Liang,Havel, Chris,Malesky, Kimberly,Mahajan, Tania,O'Brian, Colin,Shelton, Emma J.,Sperandio, David,Tong, Zhiwei,Yee, Robert,Mordenti, Joyce J.. "Identification of metabolites of the tryptase inhibitor CRA-9249: Observation of a metabolite derived from an unexpected hydroxylation pathway". . p. 4053 - 4058. Retrieved 2007/10/03.