344-62-7

Basic information

• Product Name: 2-(TRIFLUOROMETHYL)ACETANILIDE
• Synonyms: O-(TRIFLUOROMETHYL)ACETANILIDE;O-ACETYLAMINO-A,A,A-TRIFLUOROTOLUENE;O-ACETYLAMINOBENZOTRIFLUORIDE;O-ACETAMIDOBENZOTRIFLUORIDE;O-ACETAMINO-A,A,A-TRIFLUOROTOLUENE;O-ACETAMINOBENZOTRIFLUORIDE;O-ACETAMIDO-A,A,A-TRIFLUOROTOLUENE;N1-[2-(TRIFLUOROMETHYL)PHENYL]ACETAMIDE
• CAS NO: 344-62-7
• Molecular Formula: C₉H₈F₃NO
• Molecular Weight: 203.16
• EINECS: 206-453-2
• Product Categories: Anilines, Amides & Amines;Fluorine Compounds
• Mol File: 344-62-7.mol
• Article Data: 19

Chemical Properties

• Melting Point: 94-95°C
• Boiling Point: 296.8 ºCat 760 mmHg
• Flash Point: 133.3 ºC
• Appearance: /
• Density: 1.2812 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• BRN: 2106815
• CAS DataBase Reference: 2-(TRIFLUOROMETHYL)ACETANILIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(TRIFLUOROMETHYL)ACETANILIDE(344-62-7)
• EPA Substance Registry System: 2-(TRIFLUOROMETHYL)ACETANILIDE(344-62-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• RTECS: AN3760000
• HazardClass: IRRITANT
• Hazardous Substances Data: 344-62-7(Hazardous Substances Data)

Usage

General Description

2-(Trifluoromethyl)acetanilide is a chemical compound with the molecular formula C9H8F3NO. It is a white solid that is used in various industrial applications, including as a building block in the synthesis of pharmaceuticals and agrochemicals. 2-(TRIFLUOROMETHYL)ACETANILIDE is also used as an intermediate in the production of dyes and pigments. It is known for its analgesic and antipyretic properties, and it is commonly used as a pain reliever and fever reducer in over-the-counter medications. 2-(Trifluoromethyl)acetanilide is considered to be relatively stable and has low toxicity, making it a versatile and valuable chemical in the pharmaceutical and chemical industries.

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

Upstream product

• 88-17-5 2-(trifluoromethyl)benzenamine 
• 108-24-7 acetic anhydride 
• 75-36-5 acetyl chloride 
• 540-88-5 acetic acid tert-butyl ester 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 103-84-4 Acetanilid 
• 2926-29-6 Langlois reagent 
• 98-08-8 α,α,α-trifluorotoluene 
• 75-05-8 acetonitrile 
• 393-11-3 4-nitro-3-(trifluoromethyl)benzeneamine 
• 351-36-0 N-acetyl-3-trifluoromethylbenzenamine 
• 99964-09-7 N-trifluoromethyl-N-nitrosotrifluoromethanesulfon-amide 
• 384-22-5 2-nitrobenzotrifluoride 

Downstream Products

• 395-68-6 N-(4-nitro-2-(trifluoromethyl)phenyl)acetamide 
• 444-29-1 2-iodo(trifluoromethyl)benzene 
• 88-16-4 1-chloro-2-(trifluoromethyl)benzene 
• 1428183-81-6 C₁₂H₉F₃N₂O 
• 1428183-82-7 C₂₀H₁₈F₃N₃O₃ 
• 88-17-5 2-(trifluoromethyl)benzenamine 
• 392-83-6 o-trifluoromethylphenyl bromide 
• 29124-62-7 N-(4-bromo-2-trifluoromethyl-phenyl)-acetamide 
• 97760-98-0 N-(4-iodo-2-(trifluoromethyl)phenyl)acetamide 
• 1416085-71-6 N-(4-(tert-butyl)-2-(trifluoromethyl)phenyl)acetamide 
• 405264-04-2 2-fluoro-6-trifluoromethylbenzene sulfonyl chloride 
• 1428370-14-2 4-acetamido-3-(trifluoromethyl)phenyl trifluoromethanesulfonate 
• 172216-91-0 α,α,α-trifluoro-N-phenyl-o-acetotoluidide 
• 400-75-9 1-iodo-4-nitro-2-(trifluoromethyl)benzene 

Relevant articles and documents

First aromatic ring acetamidation by anodic oxidation

Anodic oxidation of 1-(trifluoromethyl)benzene in dry acetonitrile/Bu4NBF4under constant potential conditions led to 2-(trifluoromethyl) acetanilide in 86% yield. Other experimental conditions, as the use of constant current or the c

Fungicidal Properties of Some Novel Trifluoromethylphenyl Amides

Trifluoromethylphenyl amides (TFMPAs) were designed and synthesized as potential pesticides. Thirty-three structures were evaluated for fungicidal activity against three Colletotrichum species using direct bioautography assays. Active compounds were subsequently tested against C. fragariae, C. gloeosporioides, C. acutatum, Phomopsis obscurans, P. viticola, Botrytis cinerea and Fusarium oxysporum. The study identified 2-chloro-N-[2,6-dichloro-4-(trifluoromethyl)phenyl]acetamide (7a) as showing the strongest antifungal activity, and the broadest activity spectrum in this set against Colletotrichum acutatum (at 48 and 72 h) and Phomopsis viticola (at 144 h). The presence of triethylamine in its complex with N-[2,6-dichloro-4-(trifluoromethyl)phenyl]-2,2,3,3,3-pentafluoropropanamide (7b′) played an important role in the bioactivity, and depending on the concentration or fungal species it showed higher or lower activity than the parent amide. X-Ray crystallography has shown that the complex (7b′) is an ion pair, (C10H2Cl2F8NO)? (C6H16N)+, where a proton is transferred from the amide nitrogen to the triethylamine nitrogen and then connected by hydrogen bonding to the acyl oxygen (N?H 0.893 ?; H???O 1.850 ?; N???O 2.711 ?; N?H???O 161.2(13)°). Although none of these compounds were better than standards, this work revealed some potential lead structures for further development of active novel compounds.

Visible-Light Mediated ortho-Trifluoromethylation of Aniline Derivatives

A general visible-light mediated ortho-C-H trifluoromethylation of aniline derivatives by using a low-cost and stable Langlois reagent (CF3SO2Na) as the "CF3" source has been developed. In contrast to previous reports, this strategy allowed access to elusive trifluoromethyl lactams. Furthermore, mechanism experiments revealed that a copper/photoredox dual catalytic mechanism enabled general trifluoromethylation of aniline derivatives.