N-[4-cyano-2-(trifluoromethyl)phenyl]acetamide

Base Information

• Chemical Name: N-[4-cyano-2-(trifluoromethyl)phenyl]acetamide
• CAS No.: 175277-96-0
• Molecular Formula: C10H7F3N2O
• Molecular Weight: 228.17
• Hs Code.: 2926907090
• European Community (EC) Number: 670-853-7
• DSSTox Substance ID: DTXSID60371566
• Nikkaji Number: J3.390.926H
• Wikidata: Q82158932
• Mol file: 175277-96-0.mol

Synonyms:175277-96-0;N-[4-cyano-2-(trifluoromethyl)phenyl]acetamide;4-Cyano-2-(trifluoromethyl)acetanilide;n-(4-cyano-2-(trifluoromethyl)phenyl)acetamide;2-acetamido-5-cyanobenzotrifluoride;Maybridge1_000079;MixCom1_000145;SCHEMBL3311500;DTXSID60371566;OBFBGHKUUCGSPC-UHFFFAOYSA-N;4-cyano-2-trifluoromethylacetanilide;MFCD00052844;AKOS009101376;FS-1071;SB79661;CS-0214701;FT-0610926;D87942;EN300-186844;A812034;Acetamide,N-[4-cyano-2-(trifluoromethyl)phenyl]-;4-cyano-2-(trifluoromethyl)acetanilide, AldrichCPR;Z216976536

Chemical Property of N-[4-cyano-2-(trifluoromethyl)phenyl]acetamide

Chemical Property:

• Vapor Pressure: 1.17E-05mmHg at 25°C
• Melting Point: 169 °C
• Refractive Index: 1.493
• Boiling Point: 369.6 °C at 760 mmHg
• Flash Point: 177.3 °C
• PSA: 52.89000
• Density: 1.375 g/cm³
• LogP: 2.60848
• Storage Temp.: 2-8°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 228.05104734
• Heavy Atom Count: 16
• Complexity: 318

Purity/Quality:

98%Min ^*data from raw suppliers

N-[4-Cyano-2-(trifluoromethyl)phenyl]acetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38-43
• Safety Statements: 26-36-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=C(C=C(C=C1)C#N)C(F)(F)F

Technology Process of N-[4-cyano-2-(trifluoromethyl)phenyl]acetamide

There total 5 articles about N-[4-cyano-2-(trifluoromethyl)phenyl]acetamide 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: 88.0%

Langlois reagent (2926-29-6) + N-(4-cyanophenyl)acetamide (35704-19-9) → N-(4-cyano-2-(trifluoromethyl)phenyl)acetamide (175277-96-0)

Guidance literature:

With palladium diacetate; In dimethyl sulfoxide; at 25 ℃; for 20h; Irradiation;

DOI:10.1039/c9cc01014a

Reference yield: 71.0%

copper(I) cyanide (544-92-3) + N-(4-iodo-2-(trifluoromethyl)phenyl)acetamide (97760-98-0) → N-(4-cyano-2-(trifluoromethyl)phenyl)acetamide (175277-96-0)

Guidance literature:

In N,N,N,N,N,N-hexamethylphosphoric triamide; at 150 ℃; for 3h;

Reference yield: 65.0%

→ N-(4-cyano-2-(trifluoromethyl)phenyl)acetamide (175277-96-0)

Guidance literature:

With tert.-butylhydroperoxide; In dichloromethane; water; at 0 - 15 ℃; for 120h;

upstream raw materials:

copper(I) cyanide

N-(4-iodo-2-(trifluoromethyl)phenyl)acetamide

4-iodo-2-(trifluoromethyl)aniline

2-(trifluoromethyl)benzenamine

Downstream raw materials:

ethyl 4-amino-3-(trifluoromethyl)benzoate

diethyl 2-(4-amino-3-bromo-5-trifluoromethyl-benzoyl)-malonate

diethyl 2-(4-amino-3-chloro-5-trifluoromethyl-benzoyl)-malonate

4-amino-3-bromo-5-trifluoromethyl-benzoic acid

Refernces

• 1、 -. "Preparation 2-trifluoromethyl-4-substituted aniline compounds". Paragraph 0023-0026; 0073-0076. . Retrieved 2017/02/23.
• 2、 Kruger,Keck,Noll,Pieper. "Synthesis of further amino-halogen-substituted phenyl-aminoethanols". . p. 1612 - 1624. Retrieved 2007/10/02.