3-(Trifluoromethyl)benzamide

Base Information

• Chemical Name: 3-(Trifluoromethyl)benzamide
• CAS No.: 1801-10-1
• Molecular Formula: C8H6F3NO
• Molecular Weight: 189.137
• Hs Code.: 2924299090
• European Community (EC) Number: 217-289-6
• DSSTox Substance ID: DTXSID40170913
• Nikkaji Number: J199.624J
• Wikidata: Q72511623
• Mol file: 1801-10-1.mol

Synonyms:3-(Trifluoromethyl)benzamide;1801-10-1;m-(Trifluoromethyl)benzamide;Benzamide, 3-(trifluoromethyl)-;3-Trifluoromethylbenzamide;3-trifluoromethyl-benzamide;EINECS 217-289-6;alpha,alpha,alpha-Trifluoro-m-toluamide;m-Trifluoromethylbenzamide;3-(trifluoromethyl)-benzamide;SCHEMBL171684;DTXSID40170913;3-(Trifluoromethyl)benzamide, 98%;MFCD00014802;STK794682;AKOS005612995;3-(trifluoromethyl)-benzoic Acid Amide;CS-W015960;DS-8556;FT-0613921;C13346;A812519;J-011503;Z33546480

Chemical Property of 3-(Trifluoromethyl)benzamide

Chemical Property:

• Appearance/Colour: White to light yellow crystal powder
• Vapor Pressure: 0.0361mmHg at 25°C
• Melting Point: 124-127 °C(lit.)
• Refractive Index: 1.478
• Boiling Point: 241.3 °C at 760 mmHg
• PKA: 15.31±0.50(Predicted)
• Flash Point: 99.7 °C
• PSA: 43.09000
• Density: 1.335 g/cm³
• LogP: 2.50460
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 189.04014830
• Heavy Atom Count: 13
• Complexity: 202

Purity/Quality:

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

3-(Trifluoromethyl)benzamide ^*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

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 3-(Trifluoromethyl)benzamide

There total 19 articles about 3-(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: 100.0%

3-bromo-1-trifluoromethylbenzene (401-78-5) + carbon monoxide (201230-82-2) → 3-trifluoromethylbenzamide (1801-10-1)

Guidance literature:

With dmap; formamide; triphenylphosphine; palladium diacetate; at 120 ℃; for 18h; under 3750.38 Torr; Further Variations:; Temperatures; Pressures; Reagents; Solvents; catalysts, reaction times; Product distribution;

DOI:10.1021/jo015577t

Reference yield: 95.0%

3-trifluoromethylbenzonitrile (368-77-4) → 3-trifluoromethylbenzamide (1801-10-1)

Guidance literature:

3-trifluoromethylbenzonitrile; With caesium carbonate; In 2-pyrrolidinon; at 130 ℃; for 2h; Sealed vessel;

With methanol; In 2-pyrrolidinon; dichloromethane; at 20 ℃; Filtering through Celite pad;

DOI:10.1016/j.tetlet.2012.03.117

Reference yield: 94.0%

3-trifluoromethylphenylacetonitrile (2338-76-3) → 3-trifluoromethylbenzamide (1801-10-1)

Guidance literature:

With ammonium hydroxide; ruthenium-carbon composite; In tetrahydrofuran; at 30 ℃; for 25h; Time;

upstream raw materials:

3-bromo-1-trifluoromethylbenzene

carbon monoxide

p-trifluoromethylphenyl bromide

formamide

Downstream raw materials:

N-(4-nitro-2-pyridyl)-3-trifluoromethylbenzamide

N-(5-nitropyridin-2-yl)-3-(trifluoromethyl)benzamide

N-(3-nitropyridin-2-yl)-3-(trifluoromethyl)benzamide

m-trifluoromethylbenzoyl isocyanate

Refernces

• 1、 Sathe, Pratima A.,Karpe, Aniket S.,Parab, Aniket A.,Parade, Babasao S.,Vadagaonkar, Kamlesh S.,Chaskar, Atul C.. "Tandem synthesis of aromatic amides from styrenes in water". . p. 2820 - 2823. Retrieved 2018.
• 2、 Kamble, Rohit B.,Mane, Kishor D.,Rupanawar, Bapurao D.,Korekar, Pranjal,Sudalai,Suryavanshi, Gurunath. "Ti-superoxide catalyzed oxidative amidation of aldehydes with saccharin as nitrogen source: Synthesis of primary amides". . p. 724 - 728. Retrieved 2020/01/23.
• 3、 Gupta, Sampa,Ansari, Alisha,Sashidhara, Koneni V.. "Base promoted peroxide systems for the efficient synthesis of nitroarenes and benzamides". supporting information. . Retrieved 2019/09/07.