N-[3-(trifluoromethyl)phenyl]benzamide

Base Information

• Chemical Name: N-[3-(trifluoromethyl)phenyl]benzamide
• CAS No.: 1939-24-8
• Molecular Formula: C14H10 F3 N O
• Molecular Weight: 265.235
• Hs Code.: 2924299090
• European Community (EC) Number: 668-944-1
• NSC Number: 131581
• DSSTox Substance ID: DTXSID30941073
• Nikkaji Number: J2.393.869C
• Mol file: 1939-24-8.mol

Synonyms:N-[3-(trifluoromethyl)phenyl]benzamide;1939-24-8;n-(3-(trifluoromethyl)phenyl)benzamide;NSC131581;SCHEMBL4683413;DTXSID30941073;RGEVOBUFCUKOAC-UHFFFAOYSA-N;MFCD00049013;STK037633;AKOS001055971;NSC-131581;AC-20815;CS-0304168;FT-0613460;N-[3-(Trifluoromethyl)phenyl]benzenecarboximidic acid;Z28169854

Chemical Property of N-[3-(trifluoromethyl)phenyl]benzamide

Chemical Property:

• Melting Point: 107-109°C
• Boiling Point: 256.2°Cat760mmHg
• Flash Point: 108.8°C
• PSA: 29.10000
• Density: 1.314g/cm³
• LogP: 4.03070
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 265.07144843
• Heavy Atom Count: 19
• Complexity: 310

Purity/Quality:

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

N-[3-(Trifluoromethyl)phenyl]benzamide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)NC2=CC=CC(=C2)C(F)(F)F

Technology Process of N-[3-(trifluoromethyl)phenyl]benzamide

There total 23 articles about N-[3-(trifluoromethyl)phenyl]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: 99.0%

(meta-(trifluoromethyl)phenyl)boronic acid (1423-26-3) + 3-phenyl-5H-1,4,2-dioxazol-5-one (19226-36-9) → N-[(3-trifluoromethyl)phenyl]benzamide (1939-24-8)

Guidance literature:

With iron(II) chloride; In 1,2-dichloro-ethane; at 40 ℃; for 16h; chemoselective reaction; Inert atmosphere; Irradiation;

DOI:10.1021/acscatal.1c04538

Reference yield: 98.0%

3-(trifluoromethyl)phenyl 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate (873838-39-2) + benzamide (55-21-0,27208-38-4) → N-[(3-trifluoromethyl)phenyl]benzamide (1939-24-8)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; 1-methyl-2,3,4,6,7,8-hexahydro-1H-pyrimido[1,2-a]pyrimidine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; at 150 ℃; for 0.5h; microwave irradiation;

DOI:10.1021/jo052131u

Reference yield: 94.0%

3-trifluoromethylaniline (98-16-8) + benzoyl chloride (98-88-4) → N-[(3-trifluoromethyl)phenyl]benzamide (1939-24-8)

Guidance literature:

With dmap; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1039/c2ce06254b

upstream raw materials:

3-trifluoromethylaniline

N-(3-Trifluoromethyl-phenyl)-benzimidic acid 4-nitro-phenyl ester

benzoyl chloride

phenylmethylidyne-(3-trifluoromethyl-phenyl)-ammonium

Downstream raw materials:

phenyl-[2-(3-trifluoromethylphenylamino)phenyl]methanone

3-trifluoromethylaniline

benzyl alcohol

N-(3-trifluoromethyl-phenyl)-benzimidic acid 4-cyano-phenyl ester

Refernces

• 1、 Chen, Changpeng,Ling, Liang,Luo, Meiming,Zeng, Xiaoming. "Chromium-catalyzed ligand-free amidation of esters with anilines". supporting information. p. 762 - 766. Retrieved 2021/04/14.
• 2、 Tang, Jing-Jing,Yu, Xiaoqiang,Yamamoto, Yoshinori,Bao, Ming. "Visible-Light-Promoted Iron-Catalyzed N-Arylation of Dioxazolones with Arylboronic Acids". . p. 13955 - 13961. Retrieved 2021/11/20.