N-[4-(Trifluoromethyl)phenyl]acetamide

Base Information

• Chemical Name: N-[4-(Trifluoromethyl)phenyl]acetamide
• CAS No.: 349-97-3
• Molecular Formula: C9H8F3NO
• Molecular Weight: 203.164
• Hs Code.: 2924299090
• European Community (EC) Number: 206-495-1
• NSC Number: 403019
• DSSTox Substance ID: DTXSID60188459
• Nikkaji Number: J193.813D
• Wikidata: Q72511572
• ChEMBL ID: CHEMBL4063315
• Mol file: 349-97-3.mol

Synonyms:349-97-3;N-(4-(Trifluoromethyl)phenyl)acetamide;N-[4-(Trifluoromethyl)phenyl]acetamide;4-(Trifluoromethyl)acetanilide;4'-(trifluoromethyl)acetanilide;4-Trifluoromethylacetanilide;Acetamide, N-[4-(trifluoromethyl)phenyl]-;p-Trifluoromethylacetanilide;p-ACETAMINOBENZOTRIFLUORIDE;EINECS 206-495-1;MFCD00013562;AI3-63158;Acetamide, N-(4-(trifluoromethyl)phenyl)-;4'-(TRIFLUOROMETHYL)ACETANILIDE, 98+%;NSC403019;Maybridge1_001718;p-Acetamidobenzotrifluoride;p-Acetylaminobenzotrifluoride;p-(trifluoromethyl)acetanilide;SCHEMBL669442;CHEMBL4063315;HMS546G02;DTXSID60188459;AMY28590;N-(4-Trifluoromethylphenyl)acetamide;AKOS001026739;FS-1046;NSC 403019;NSC-403019;SB78251;N-[4-(trifluoromethyl)phenyl]ethanamide;SY060372;N-(4-(Trifluoromethyl) phenyl)-acetamide;N-[4-(Trifluoromethyl)phenyl]acetamide #;CS-0145352;FT-0617379;A822498;A874804;ALPHA,ALPHA,ALPHA-TRIFLUORO-P-ACETOTOLUIDIDE;W-202433;Z30910476;4 inverted exclamation mark -(Trifluoromethyl)acetanilide;4-Acetamidobenzotrifluoride;N1-[4-(Trifluoromethyl)phenyl]acetamide

Chemical Property of N-[4-(Trifluoromethyl)phenyl]acetamide

Chemical Property:

• Melting Point: 152-153 °C
• Boiling Point: 299.3 °C at 760 mmHg
• PKA: 14.40±0.70(Predicted)
• Flash Point: 134.8 °C
• PSA: 29.10000
• Density: 1.302 g/cm³
• LogP: 2.73680
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 203.05579836
• Heavy Atom Count: 14
• Complexity: 207

Purity/Quality:

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

4''-(Trifluoromethyl)acetanilide ^*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

Useful:

• Canonical SMILES: CC(=O)NC1=CC=C(C=C1)C(F)(F)F
• Uses: 4''-(Trifluoromethyl)acetanilide is an intermediate used to prepare hypocholesterolemic arylaminosilanes with antioxidant properties.

Technology Process of N-[4-(Trifluoromethyl)phenyl]acetamide

There total 59 articles about N-[4-(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: 100.0%

4-trifluoromethylphenylamine (455-14-1) + acetic anhydride (108-24-7) → 4-(trifluromethyl)acetanilide (349-97-3)

Guidance literature:

In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1039/C6CC08788D

Reference yield: 99.3%

acetamide (60-35-5) + 4-chlorobenzotrifluoride (98-56-6) → 4-(trifluromethyl)acetanilide (349-97-3)

Guidance literature:

With C₃₃H₃₇N₄P; potassium carbonate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tert-butyl alcohol; at 95 ℃; for 5h; Inert atmosphere; Sonication;

Reference yield: 92.0%

1-[4-(trifluoromethyl)phenyl]ethanone oxime (15996-83-5) → 4-(trifluromethyl)acetanilide (349-97-3)

Guidance literature:

1-[4-(trifluoromethyl)phenyl]ethanone oxime; With fluorosulfonyl fluoride; triethylamine; In acetonitrile; at 20 ℃;

With hydrogenchloride; In water; acetonitrile; at 20 ℃;

DOI:10.1002/ejoc.201900844

upstream raw materials:

4-trifluoromethylphenylamine

acetic anhydride

Langlois reagent

Acetanilid

Downstream raw materials:

4-aminobenzotrifluoride hydrochloride

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

N-[4-(difluoromethyl)phenyl]acetamide

4-trifluoromethylphenylamine

Refernces

• 1、 Jin, Yuxuan,Leng, Xuebing,Liu, He,Shen, Qilong,Wu, Jian. "Mechanistic Insight into Copper-Mediated Trifluoromethylation of Aryl Halides: The Role of CuI". supporting information. p. 14367 - 14378. Retrieved 2021/09/13.
• 2、 Budnikova, Yulia,Kononov, Alexander,Rizvanov, Ildar,Strekalova, Sofia. "Acetonitrile and benzonitrile as versatile amino sources in copper-catalyzed mild electrochemical C-H amidation reactions". . p. 37540 - 37543. Retrieved 2021/12/07.