2-hydroxy-N-phenyl-4-(trifluoromethyl)benzamide

Base Information

• Chemical Name: 2-hydroxy-N-phenyl-4-(trifluoromethyl)benzamide
• CAS No.: 575-69-9
• Molecular Formula: C₁₄H₁₀F₃NO₂
• Molecular Weight: 281.234
• NSC Number: 202410
• DSSTox Substance ID: DTXSID20308116
• Wikidata: Q82055812
• Mol file: 575-69-9.mol

Synonyms:2-hydroxy-N-phenyl-4-(trifluoromethyl)benzamide;575-69-9;NSC202410;DTXSID20308116;XFVPYGPXIXBGLZ-UHFFFAOYSA-N;MFCD31714223;NSC-202410;2-Hydroxy-N-phenyl-4-trifluoromethyl-benZamide;Benzamide, 2-hydroxy-N-phenyl-4-(trifluoromethyl)-

Chemical Property of 2-hydroxy-N-phenyl-4-(trifluoromethyl)benzamide

Chemical Property:

• Vapor Pressure: 0.000191mmHg at 25°C
• Boiling Point: 318.7°Cat760mmHg
• Flash Point: 146.5°C
• Density: 1.404g/cm³
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 281.06636305
• Heavy Atom Count: 20
• Complexity: 340

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NC(=O)C2=C(C=C(C=C2)C(F)(F)F)O

Technology Process of 2-hydroxy-N-phenyl-4-(trifluoromethyl)benzamide

There total 4 articles about 2-hydroxy-N-phenyl-4-(trifluoromethyl)benzamide 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: 63.0%

C21H16F3NO2 → 2-hydroxy-4-trifluoromethyl-benzoic acid anilide (575-69-9)

Guidance literature:

With palladium on activated charcoal; hydrogen; acetic acid; at 70 ℃; for 4h;

DOI:10.1039/c5sc03905c

Reference yield:

4-trifluoromethylsalicylic acid (328-90-5) + aniline (62-53-3) → 2-hydroxy-4-trifluoromethyl-benzoic acid anilide (575-69-9)

Guidance literature:

With N,N-dimethyl-aniline; phosphorus trichloride;

DOI:10.1021/ja01646a062

Reference yield:

N-benzyl-N-phenyl-4-(trifluoromethyl)benzamide → 2-hydroxy-4-trifluoromethyl-benzoic acid anilide (575-69-9)

Guidance literature:

Multi-step reaction with 2 steps

1: [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; trifluoroacetic anhydride; trifluoroacetic acid; dipotassium peroxodisulfate

2: acetic acid; hydrogen; palladium on activated charcoal / 4 h / 70 °C

With dipotassium peroxodisulfate; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; palladium on activated charcoal; hydrogen; acetic acid; trifluoroacetic acid; trifluoroacetic anhydride;

DOI:10.1039/c5sc03905c

upstream raw materials:

4-trifluoromethylsalicylic acid

aniline

Refernces