97760-98-0

Basic information

• Product Name: 4'-IODO-2'-(TRIFLUOROMETHYL)ACETANILIDE
• Synonyms: BUTTPARK 87\07-70;2-ACETAMIDO-5-IODOBENZOTRIFLUORIDE;4'-IODO-2'-(TRIFLUOROMETHYL)ACETANILIDE;4-IODO-2-TRIFLUOROMETHYLACETANILIDE;4''-IODO-2''-(TRIFLUOROMETHYL)ACETANILIDE 97%;N1-[4-iodo-2-(trifluoromethyl)phenyl]acetamide;2-(Trifluoromethyl)-4-iodoacetanilide;N-(2-(Trifluoromethyl)-4-iodophenyl)acetanimide
• CAS NO: 97760-98-0
• Molecular Formula: C₉H₇F₃INO
• Molecular Weight: 329.06
• Mol File: 97760-98-0.mol
• Article Data: 5

Chemical Properties

• Melting Point: 134 °C
• Boiling Point: 355.4°C at 760 mmHg
• Flash Point: 168.7°C
• Appearance: /
• Density: 1.847g/cm³
• Vapor Pressure: 3.14E-05mmHg at 25°C
• Refractive Index: 1.569
• PKA: 13.62±0.70(Predicted)
• CAS DataBase Reference: 4'-IODO-2'-(TRIFLUOROMETHYL)ACETANILIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-IODO-2'-(TRIFLUOROMETHYL)ACETANILIDE(97760-98-0)
• EPA Substance Registry System: 4'-IODO-2'-(TRIFLUOROMETHYL)ACETANILIDE(97760-98-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• HazardClass: IRRITANT
• Hazardous Substances Data: 97760-98-0(Hazardous Substances Data)

Usage

General Description

4'-Iodo-2'-(trifluoromethyl)acetanilide is a chemical compound with the molecular formula C10H8F3IN. It is a white to off-white solid that is commonly used in the synthesis of pharmaceuticals and agrochemicals. 4'-IODO-2'-(TRIFLUOROMETHYL)ACETANILIDE is an acetanilide derivative with a trifluoromethyl group and an iodo substitution, making it a valuable intermediate in organic synthesis. The trifluoromethyl group enhances the compound's lipophilicity, which is important for its potential use as a drug delivery agent. Additionally, the iodo substitution can facilitate further chemical reactions, making this compound a versatile building block in the development of new pharmaceutical compounds.

InChI:InChI=1/C9H7F3INO/c1-5(15)14-8-3-2-6(13)4-7(8)9(10,11)12/h2-4H,1H3,(H,14,15)

Upstream product

• 108-24-7 acetic anhydride 
• 97760-97-9 4-iodo-2-(trifluoromethyl)aniline 
• 344-62-7 N-[2-(trifluoromethyl)phenyl]acetamide 
• 622-50-4 4-Acetamido-1-iodobenzene 
• 88-17-5 2-(trifluoromethyl)benzenamine 
• 2926-29-6 Langlois reagent 

Downstream Products

• 97804-09-6 diethyl 2-(4-amino-3-bromo-5-trifluoromethyl-benzoyl)-malonate 
• 97776-04-0 diethyl 2-(4-amino-3-chloro-5-trifluoromethyl-benzoyl)-malonate 
• 97760-75-3 N-(4-acetyl-2-(trifluoromethyl)phenyl)acetamide 
• 97776-05-1 4-amino-3-bromo-5-trifluoromethyl-benzoic acid 
• 95656-52-3 4-amino-3-chloro-5-(trifluoromethyl)benzoic acid 
• 63498-20-4 4-amino-3-bromo-5-trifluoromethyl-benzoyl chloride 
• 63498-15-7 4-amino-3-chloro-5-trifluoromethyl-benzoyl chloride 
• 400-76-0 4-amino-3-(trifluoromethyl)benzoic acid 
• 54295-65-7 1-(4'-Amino-3'-trifluoromethyl-phenyl)-2-tert-butylamino-ethanol 
• 772281-16-0 N-[4-(2-tert-Butylamino-1-hydroxy-ethyl)-2-trifluoromethyl-phenyl]-acetamide 
• 175277-96-0 N-(4-cyano-2-(trifluoromethyl)phenyl)acetamide 

Relevant articles and documents

Complementary Site-Selective Halogenation of Nitrogen-Containing (Hetero)Aromatics with Superacids

Site-selective functionalization of arenes that is complementary to classical aromatic substitution reactions remains a long-standing quest in organic synthesis. Exploiting the generation of halenium ion through oxidative process and the protonation of the nitrogen containing function in HF/SbF5, the chlorination and iodination of classically inert Csp2?H bonds of aromatic amines occurs. Furthermore, the superacid-promoted (poly)protonation of the molecules acts as a protection, favoring the late-stage selective halogenation of natural alkaloids and active pharmaceutical ingredients.

Copper-free direct C-H trifluoromethylation of acetanilides with sodium trifluoromethanesulfinate

A copper-free direct C-H ortho trifluoromethylation of electron-deficient 4-substituted acetanilides using Langlois reagent (NaSO2CF3) as the CF3 source in the presence of tert-butyl hydroperoxide (tBuOOH, TBHP) was developed.

Synthesis of further amino-halogen-substituted phenyl-aminoethanols

Starting from clenbuterol as a lead structure, new 4-amino-phenyl-aminoethanol analogues have been synthesized by different approaches. In these compounds one or both of the chlorine atoms of clenbuterol are replaced by other residues. This has led to compounds with high intrinsic β2-mimetic and/or β1-blocking activities. 1-(4-Amino-3-chloro-5-trifluoromethyl-phenyl)-2-tert.-butylamino-ethanol hydrochloride (mabuterol) has been selected for clinical development. A detailed description is also given of the syntheses of new intermediate acetophenone derivatives as well as of the resolution of mabuterol into its enantiomers.