2,2,2-Trifluoro-N-phenylacetamide

Base Information

• Chemical Name: 2,2,2-Trifluoro-N-phenylacetamide
• CAS No.: 404-24-0
• Molecular Formula: C8H6 F3 N O
• Molecular Weight: 189.137
• Hs Code.: 29223900
• European Community (EC) Number: 206-965-6
• NSC Number: 9474
• UNII: 75VUZ1674I
• DSSTox Substance ID: DTXSID30193398
• Nikkaji Number: J103.832J
• Wikidata: Q27266409
• Mol file: 404-24-0.mol

Synonyms:trifluoro-acetanilide;trifluoroacetanilide

Chemical Property of 2,2,2-Trifluoro-N-phenylacetamide

Chemical Property:

• Appearance/Colour: White or light brown crystalline powder
• Vapor Pressure: 0.032mmHg at 25°C
• Melting Point: 86-90 °C
• Boiling Point: 243.5°Cat760mmHg
• PKA: 10.05±0.70(Predicted)
• Flash Point: 101.1°C
• PSA: 29.10000
• Density: 1.361g/cm³
• LogP: 2.26040
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 189.04014830
• Heavy Atom Count: 13
• Complexity: 184

Purity/Quality:

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

2,2,2-Trifluoro-N-phenylacetamide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Safety Statements: 24/25-22

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,2,2-Trifluoro-N-phenylacetamide

There total 66 articles about 2,2,2-Trifluoro-N-phenylacetamide 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: 99.0%

2-(2-aminobenzoyl)pyridine (42471-56-7) + trifluoroacetic anhydride (407-25-0) → 2,2,2-trifluoro-N-phenylacetamide (404-24-0)

Guidance literature:

In chloroform; at 42 ℃; for 5h;

Reference yield: 96.0%

aniline (62-53-3) + trifluoroacetic anhydride (407-25-0) → 2,2,2-trifluoro-N-phenylacetamide (404-24-0)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 0.75h;

DOI:10.1021/acs.jmedchem.7b00443

Reference yield: 96.0%

bromobenzene (108-86-1,52753-63-6) + 2,2,2-trifluoroacetamide (354-38-1) → 2,2,2-trifluoro-N-phenylacetamide (404-24-0)

Guidance literature:

With potassium carbonate; N,N`-dimethylethylenediamine; copper(l) iodide; In 1,4-dioxane; at 75 ℃; for 24h;

DOI:10.1016/j.tetlet.2007.11.012

upstream raw materials:

diethyl ether

trifluoroacetic anhydride

aniline

benzoic trifluoroacetic anhydride

Downstream raw materials:

C₁₂H₁₇BF₃N₃O

N-Allyl-2,2,2-trifluoro-N-phenyl-acetamide

N,N'-(1,2-phenylenebis(methylene))dianiline

aniline hydrochloride

Refernces

• 1、 Heuckendorff, Mads,Jensen, Henrik H.. "Removal of some common glycosylation by-products during reaction work-up". . p. 50 - 56. Retrieved 2017.
• 2、 Schmidt, Elena Yu.,Ushakov, Igor A.,Zorina, Nadezhda V.,Mikhaleva, Albina I.,Trofimov, Boris A.. "The reaction of 2-arylazo-1-vinylpyrroles with trifluoroacetic anhydride: Unexpected formation of N-aryl-2,2,2-trifluoroacetamides and conjugated polymers". . p. 36 - 37. Retrieved 2011.
• 3、 Chattopadhyay, Buddhadeb,Hassan, Mirja Md Mahamudul,Hoque, Md Emdadul. "Remarkably Efficient Iridium Catalysts for Directed C(sp2)-H and C(sp3)-H Borylation of Diverse Classes of Substrates". supporting information. p. 5022 - 5037. Retrieved 2021/05/04.
• 4、 Chaturvedi, Jagriti,Haldar, Chabush,Bisht, Ranjana,Pandey, Gajanan,Chattopadhyay, Buddhadeb. "Meta Selective C-H Borylation of Sterically Biased and Unbiased Substrates Directed by Electrostatic Interaction". supporting information. p. 7604 - 7611. Retrieved 2021/05/26.