N-[4-cyano-3-(trifluoromethyl)phenyl]acetamide

Base Information

• Chemical Name: N-[4-cyano-3-(trifluoromethyl)phenyl]acetamide
• CAS No.: 97760-99-1
• Molecular Formula: C10H7F3N2O
• Molecular Weight: 228.174
• Hs Code.: 2926907090
• European Community (EC) Number: 640-865-7
• DSSTox Substance ID: DTXSID20371567
• Nikkaji Number: J2.414.481J
• Wikidata: Q82158933
• Mol file: 97760-99-1.mol

Synonyms:97760-99-1;N-[4-cyano-3-(trifluoromethyl)phenyl]acetamide;4-Cyano-3-(trifluoromethyl)acetanilide;n-(4-cyano-3-(trifluoromethyl)phenyl)acetamide;Acetamide, N-[4-cyano-3-(trifluoromethyl)phenyl]-;4'-cyano-3'-(trifluoromethyl)acetanilide;Maybridge3_004822;SCHEMBL14289402;DTXSID20371567;FHKLGEQKLMMVCZ-UHFFFAOYSA-N;HMS1444L04;CCG-1305;4-cyano-3-trifluoromethylacetanilide;MFCD00052360;AKOS009159249;FS-1072;IDI1_016209;CS-0153979;FT-0618285;D84245;N-[3-(Trifluoromethyl)-4-cyanophenyl]acetamide;A845749

Chemical Property of N-[4-cyano-3-(trifluoromethyl)phenyl]acetamide

Chemical Property:

• Vapor Pressure: 5.09E-06mmHg at 25°C
• Melting Point: 170oC
• Boiling Point: 381.4°C at 760 mmHg
• Flash Point: 184.5°C
• PSA: 52.89000
• Density: 1.34g/cm³
• LogP: 2.60848
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.4
• 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

4-Cyano-3-(trifluoromethyl)acetanilide ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

Useful:

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

Technology Process of N-[4-cyano-3-(trifluoromethyl)phenyl]acetamide

There total 4 articles about N-[4-cyano-3-(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: 83.0%

C11H14O4 (928312-10-1) + 4-amino-2-trifluoromethylbenzonitrile (654-70-6) + acetic anhydride (108-24-7) → C10H7F3N2O (97760-99-1) + C21H19F3N2O4 (928312-11-2)

Guidance literature:

C₁₁H₁₄O₄; 4-amino-2-trifluoromethylbenzonitrile; With dmap; thionyl chloride; In tetrahydrofuran; at 20 ℃; for 120h;

acetic anhydride; With pyridine; In tetrahydrofuran; Further stages.;

DOI:10.1016/j.tetlet.2006.12.011

Reference yield:

N-acetyl-3-trifluoromethylbenzenamine (351-36-0) → C10H7F3N2O (97760-99-1)

Guidance literature:

Multi-step reaction with 2 steps

1: Br₂

2: Pd(dba)2 / dimethylformamide

With bromine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2007.01.076

Reference yield:

3-trifluoromethylaniline (98-16-8) → C10H7F3N2O (97760-99-1)

Guidance literature:

Multi-step reaction with 3 steps

1: AcOH; NaOH

2: Br₂

3: Pd(dba)2 / dimethylformamide

With sodium hydroxide; bromine; acetic acid; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2007.01.076

upstream raw materials:

N-(4-bromo-3-trifluoromethylphenyl)acetamide

copper(I) cyanide

C₁₁H₁₄O₄

4-amino-2-trifluoromethylbenzonitrile

Downstream raw materials:

4-amino-2-trifluoromethylbenzonitrile

4-isocyanato-2-(trifluoromethyl)benzonitrile

Refernces

• 1、 Fujino, Aya,Asano, Masayoshi,Yamaguchi, Hitomi,Shirasaka, Naoki,Sakoda, Akiko,Ikunaka, Masaya,Obata, Rika,Nishiyama, Shigeru,Sugai, Takeshi. "Bacillus subtilis epoxide hydrolase-catalyzed preparation of enantiopure 2-methylpropane-1,2,3-triol monobenzyl ether and its application to expeditious synthesis of (R)-bicalutamide". . p. 979 - 983. Retrieved 2008/02/04.