4-(Trifluoromethyl)benzamide

Base Information

• Chemical Name: 4-(Trifluoromethyl)benzamide
• CAS No.: 1891-90-3
• Molecular Formula: C8H6F3NO
• Molecular Weight: 189.137
• Hs Code.: 2924299090
• European Community (EC) Number: 217-571-9
• NSC Number: 160490
• UNII: CTD99SHH2S
• DSSTox Substance ID: DTXSID70172304
• Nikkaji Number: J199.715G
• Wikidata: Q72511628
• ChEMBL ID: CHEMBL4065573
• Mol file: 1891-90-3.mol

Synonyms:4-(trifluoromethyl)benzamide;para-(trifluoromethyl)benzamide

Chemical Property of 4-(Trifluoromethyl)benzamide

Chemical Property:

• Appearance/Colour: White to light yellow crystal powder
• Vapor Pressure: 0.0175mmHg at 25°C
• Melting Point: 184-186 °C(lit.)
• Refractive Index: 1.478
• Boiling Point: 254.2 °C at 760 mmHg
• PKA: 15.36±0.50(Predicted)
• Flash Point: 107.5 °C
• PSA: 43.09000
• Density: 1.335 g/cm³
• LogP: 2.50460
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 189.04014830
• Heavy Atom Count: 13
• Complexity: 194

Purity/Quality:

99% ^*data from raw suppliers

4-(Trifluoromethyl)benzamide ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)N)C(F)(F)F

Technology Process of 4-(Trifluoromethyl)benzamide

There total 46 articles about 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: 100.0%

4-CF3C6H4CN (455-18-5) → p-trifluoromethylbenzamide (1891-90-3)

Guidance literature:

With C₂₉H₄₆NiOP₂; water; In isopropyl alcohol; at 80 ℃; for 1h; Sealed tube;

DOI:10.1039/c4dt03902e

Reference yield: 100.0%

carbon monoxide (201230-82-2) + 4-chlorobenzotrifluoride (98-56-6) → p-trifluoromethylbenzamide (1891-90-3)

Guidance literature:

With (1,3-(dicyclohexylphosphino)propane )Pd(ethylene); ammonia; potassium carbonate; In dimethyl sulfoxide; at 110 ℃; for 24h; under 450 Torr; Schlenk technique; Inert atmosphere;

DOI:10.1021/jacs.8b04073

Reference yield: 99.0%

4-(trifluoromethyl)benzaldehyde oxime (66046-34-2) → p-trifluoromethylbenzamide (1891-90-3)

Guidance literature:

With chloro(η4-1,5-cyclooctadiene)(1,3-dimesitylimidazole-2-ylidene)rhodium(I); 4-CF₃C₆H₄CN; toluene-4-sulfonic acid; In toluene; at 80 ℃; for 6h;

DOI:10.1002/adsc.200900251

upstream raw materials:

4-trifluoromethyl-phenyl acetyl chloride

4-iodobenzoic acid

p-trifluoromethylphenyl bromide

carbon monoxide

Downstream raw materials:

N-(4-trifluoromethylphenyl)-O-methylcarbamate

4-methyl-2-(4-trifluoromethyl-phenyl)-oxazole-5-carboxylic acid methyl ester

4-CF₃C₆H₄CN

ethyl 2-ethyl-3-[3-[4-(trifluoromethyl)benzoylaminomethyl]-4-methoxyphenyl]propanoate

Refernces

• 1、 Anderson, Nickolas H.,Boncella, James M.,Tondreau, Aaron M.. "Investigation of Nitrile Hydration Chemistry by Two Transition Metal Hydroxide Complexes: Mn-OH and Ni-OH Nitrile Insertion Chemistry". . p. 4675 - 4684. Retrieved 2018.
• 2、 Mamaghani,Shirini,Sheykhan,Mohsenimehr. "Synthesis of a copper(ii) complex covalently anchoring a (2-iminomethyl)phenol moiety supported on HAp-encapsulated-α-Fe2O3 as an inorganic-organic hybrid magnetic nanocatalyst for the synthesis of primary and secondary amides". . p. 44524 - 44529. Retrieved 2015.
• 3、 Wang, Yang,Guo, Wen,Guan, Ai-Lin,Liu, Shuang,Yao, Zi-Jian. "Half-Sandwich Iridium Complexes Based on β-Ketoamino Ligands: Preparation, Structure, and Catalytic Activity in Amide Synthesis". . p. 11514 - 11520. Retrieved 2021/07/31.
• 4、 Chen, Xuenian,Kang, Jia-Xin,Ma, Yan-Na,Miao, Yu-Qi. "Visible light-mediated synthesis of amides from carboxylic acids and amine-boranes". supporting information. p. 3595 - 3599. Retrieved 2021/06/06.