349-97-3

Basic information

• Product Name: 4-(TRIFLUOROMETHYL)ACETANILIDE
• Synonyms: Acetamide, N-[4-(trifluoromethyl)phenyl]-;N-[4-(Trifluoromethyl)phenyl]acetamide;P-ACETAMIDO-A,A,A-TRIFLUOROTOLUENE;P-ACETAMIDOBENZOTRIFLUORIDE;P-ACETAMINOBENZOTRIFLUORIDE;P-ACETAMINO-A,A,A-TRIFLUOROTOLUENE;P-ACETYLAMINOBENZOTRIFLUORIDE;P-ACETYLAMINO-A,A,A-TRIFLUOROTOLUENE
• CAS NO: 349-97-3
• Molecular Formula: C₉H₈F₃NO
• Molecular Weight: 203.16
• EINECS: 206-495-1
• Product Categories: Anilines, Amides & Amines;Fluorine Compounds
• Mol File: 349-97-3.mol
• Article Data: 71

Chemical Properties

• Melting Point: 152-153°C
• Boiling Point: 299℃
• Flash Point: 135℃
• Appearance: /
• Density: 1.302
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 14.40±0.70(Predicted)
• BRN: 2106965
• CAS DataBase Reference: 4-(TRIFLUOROMETHYL)ACETANILIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(TRIFLUOROMETHYL)ACETANILIDE(349-97-3)
• EPA Substance Registry System: 4-(TRIFLUOROMETHYL)ACETANILIDE(349-97-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 349-97-3(Hazardous Substances Data)

Usage

Uses

4''-(Trifluoromethyl)acetanilide is an intermediate used to prepare hypocholesterolemic arylaminosilanes with antioxidant properties.

InChI:InChI=1/C9H8F3NO/c1-6(14)13-8-4-2-7(3-5-8)9(10,11)12/h2-5H,1H3,(H,13,14)

Upstream product

• 455-14-1 4-trifluoromethylphenylamine 
• 2926-29-6 Langlois reagent 
• 103-84-4 Acetanilid 
• 99964-09-7 N-trifluoromethyl-N-nitrosotrifluoromethanesulfon-amide 
• 75-36-5 acetyl chloride 
• 622-50-4 4-Acetamido-1-iodobenzene 
• 2314-97-8 iodotrifluoromethane 
• 101251-09-6 (4-acetylaminophenyl)boronic acid 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 122-80-5 N-acetyl-p-phenylenediamine 
• 77152-08-0 trifluoromethylcopper(I) 
• 1214756-50-9 2-cyclopropyl-1-(trifluoromethyl)benzo[b]thiophenium triflate 
• 67-64-1 acetone 
• 127-19-5 N,N-dimethyl acetamide 

Downstream Products

• 7639-71-6 4-(trifluoromethyl)-N-[4-(trifluoromethyl)phenyl]-benzenamine 
• 396-12-3 N-[2-nitro-4-(trifluoromethyl)phenyl]acetamide 
• 135761-41-0 tris(4-(trifluoromethyl)phenyl)amine 
• 88288-14-6 2-fluoro-4-(trifluoromethyl)acetanilide 
• 53451-85-7 N-phenyl-4-trifluoromethylacetanilide 
• 53451-86-8 N-(4-Trifluormethyl)-4-methoxyacetanilid 
• 38382-50-2 1,2,3,4-tetraphenyl-6-(trifluoromethyl)naphthalene 
• 1314147-57-3 C₁₆H₂₁F₃N₂O₂ 
• 1356856-72-8 C₁₃H₁₄F₃NO 
• 175135-49-6 N-(2-bromo-4-(trifluoromethyl)phenyl)acetamide 
• 29848-60-0 N-[4-(difluoromethyl)phenyl]acetamide 
• 455-14-1 4-trifluoromethylphenylamine 
• 820209-45-8 (4-trifluoromethylphenyl)ethylamine 

Relevant articles and documents

Highly Site-Selective Formation of Perfluoroalkylated Anilids via a Protecting Strategy by Molybdenum Hexacarbonyl Catalyst

Introducing a perfluoroalkyl group on the aromatic ring with high site selectivity remains a challenging area in organofluorine chemistry. We herein report a highly para-selective C-H perfluoroalkylation of aniline substrates using the molybdenum hexacarbonyl catalyst. Various substituted anilids derived from anilids were well-tolerated, affording the corresponding products in moderate to good yields. Preliminary mechanism studies and density functional theory calculations revealed the coordination of Mo catalyst with amides as the key factor to realize para selectivity.

Preparation method of acetamide compound

The invention discloses a preparation method of an acetamide compound, the preparation method comprises the following steps: reacting tetracarbonyl dichloride rhodium, 1, 3-bis (diphenylphosphine) propane, tungsten carbonyl, sodium phosphate, sodium iodide, water, a nitro compound and dimethyl carbonate at 120 DEG C for 24 hours, and after the reaction is completed, performing post-treatment to obtain the acetamide compound. According to the preparation method, dimethyl carbonate serves as a C1 source and also serves as a green solvent, operation is easy, reaction starting raw materials are low in price and easy to obtain, the tolerance range of substrate functional groups is wide, and reaction efficiency is high. Various acetamide compounds can be synthesized according to actual needs, so that the practicability of the method is widened while the operation is convenient.

Dehydrative Beckmann rearrangement and the following cascade reactions

The Beckmann rearrangement has been predominantly studied for the synthesis of amide and lactam. By strategically using the in situ generated Appel's salt or Mitsunobu's zwitterionic adduct as the dehydrating agent, a series of Beckmann rearrangement and following cascade reactions have been developed herein. The protocol allows the conversion of various ketoximes into amide, thioamide, tetrazole and imide products in modular procedures. The generality and tolerance of functionalities of this method have been demonstrated.