235418-61-8

Basic information

• Product Name: Benzenesulfonamide, 4-methyl-N-(2,2,2-trifluoro-1-phenylethyl)-
• CAS NO: 235418-61-8
• Molecular Formula: C15H14F3NO2S
• Molecular Weight: 329.343
• Mol File: 235418-61-8.mol

Chemical Properties

• CAS DataBase Reference: Benzenesulfonamide, 4-methyl-N-(2,2,2-trifluoro-1-phenylethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfonamide, 4-methyl-N-(2,2,2-trifluoro-1-phenylethyl)-(235418-61-8)
• EPA Substance Registry System: Benzenesulfonamide, 4-methyl-N-(2,2,2-trifluoro-1-phenylethyl)-(235418-61-8)

Safety Data

• Hazardous Substances Data: 235418-61-8(Hazardous Substances Data)

Upstream product

• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 51608-60-7 phenyl N-tosyl imine 
• 1576-37-0 N-benzyl-p-toluenesulfonamide 
• 51608-60-7 N-(benzylidene)-p-methylbenzenesulfonamide 
• 2314-97-8 iodotrifluoromethane 
• 70-55-3 toluene-4-sulfonamide 
• 433-27-2 ethyl trifluoroacetaldehyde hemiacetal 
• 71-43-2 benzene 

Relevant articles and documents

TTMPP-catalyzed trifluoromethylation of carbonyl compounds and imines with trifluoromethylsilane

A highly basic phosphine, tris(2,4,6-trimethoxyphenyl)phosphine (TTMPP), catalyzes trifluoromethylation using trifluoromethyltrimethylsilane to give the corresponding trifluoromethylated products in good to high yields, with both carbonyl compounds and im

Nucleophilic trifluoromethylation of N-tosyl aldimines

TMSCF3 and tetrabutylammonium (triphenylsilyl) difluorosilicate (TBAT) were used for efficient nucleophilic trifluoromethylation to N-tosyl aldimines. Aromatic, aliphatic and α,β-unsaturated sulfonaldimines were efficiently trifluoromethylated to obtain the corresponding sulfonamide adducts in good to excellent yields.

Lewis base-catalyzed trifluoromethylation of aldimines with (trifluoromethyl)trimethylsilane

A catalytic trifluoromethylation of various aldimines with (trifluoromethyl)trimethylsilane in the presence of Lewis bases such as lithium acetate or benzoate proceeded smoothly to afford the corresponding trifluoromethylated adducts in good yields. Copyright

Borazine-CF3? Adducts for Rapid, Room Temperature, and Broad Scope Trifluoromethylation

A fluoroform-derived borazine CF3? transfer reagent is used to effect rapid nucleophilic reactions in the absence of additives, within minutes at 25 °C. Inorganic electrophiles spanning seven groups of the periodic table can be trifluoromethylated in high yield, including transition metals used for catalytic trifluoromethylation. Organic electrophiles included (hetero)arenes, enabling C?H and C?X trifluoromethylation reactions. Mechanistic analysis supports a dissociative mechanism for CF3? transfer, and cation modification afforded a reagent with enhanced stability.

COMPLEXES FOR NUCLEOPHILIC, RADICAL, AND ELECTROPHILIC POLYFLUOROALKYLATION

Disclosed herein are borazine complexes and use of the same in perfluoroalkylation reactions.

Organocatalytic trifluoromethylation of imines using phase-transfer catalysis with phenoxides. A general platform for catalytic additions of organosilanes to imines

A new approach to additions of silicon nucleophiles to imines was developed. The method is based on the phase-transfer of phenoxides by ammonium catalysts, overcoming the inability of amide adducts in promoting the reactions.

Nucleophilic trifluoromethylation with organoboron reagents

Potassium trialkoxy(trifluoromethyl)borates are shown to behave as convenient reagents for nucleophilic trifluoromethylation of non-enolizable aldehydes and N-tosylimines to give CF3-substituted alcohols and N-tosylamines in good yields.

Lewis base-catalyzed perfluoroalkylation of carbonyl compounds and imines with (perfluoroalkyl)trimethylsilane

Lewis base-catalyzed perfluoroalkylation of carbonyl compounds and aldimines with (perfluoroalkyl)trimethylsilanes (TMSCF3, TMSC 2F5, and TMSC3F7) is described. The nitrogen- or oxygen-containing anions generated from amides, imides, and carboxylic acids have been found to work as effective Lewis-base catalysts in perfluoroalkylation that proceeds via activation of the carbon-silicon bonds of (perfluoroalkyl)trimethylsilanes. Reactions of carbonyl compounds such as aldehydes, ketones, and esters with TMSCF3 in the presence of a catalytic amount of Lewis bases proceeded smoothly to afford the corresponding adducts in good-to-high yields under mild conditions. Although it was considered difficult, this catalytic perfluoroalkylation of various aldimines with (perfluoroalkyl)trimethylsilane in the presence of Lewis bases such as lithium acetate or benzoate proceeded efficiently to give the corresponding perfluoroalkylated adducts, because the aldimines here were weak electrophiles toward (perfluoroalkyl)trimethylsilanes. The present reaction is, therefore, the first example of a catalytic perfluoroalkylation of aldimines.

Tri-tert-butylphosphine is an efficient promoter for the trifluoromethylation reactions of aldehydes, ketones, imides and imines

A truly catalytic nucleophilic trifluoromethylation reaction of carbonyl compounds with Ruppert's reagent, Me3SiCF3, has been shown to be efficiently promoted by a P(t-Bu)3-DMF system. Imines were also converted to the des

Nucleophilic trifluoromethylation of imines using the CF3I/TDAE reagent

The nucleophilic trifluoromethylation reagent derived from CF3I and tetrakis(dimethylamino)-ethylene (TDAE) was found to be effective in addition to both N-tosyl aldimines and N-tolyl sulfinimines, the latter reaction exhibiting very good diastereoselectivity.