65440-68-8

Basic information

• Product Name: Benzenesulfinamide, 4-methyl-N-(1-phenylethylidene)-, (S)-
• Synonyms: Benzenesulfinamide, 4-methyl-N-(1-phenylethylidene)-, (S)-;N-(alpha-methylbenzylidene)-4-toluenesulfinamide
• CAS NO: 65440-68-8
• Molecular Formula: C₁₅H₁₅NOS
• Molecular Weight: 257.35
• Mol File: 65440-68-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 419°C at 760 mmHg
• Flash Point: 207.2°C
• Appearance: /
• Density: 1.12g/cm³
• Vapor Pressure: 7.62E-07mmHg at 25°C
• Refractive Index: 1.596
• CAS DataBase Reference: Benzenesulfinamide, 4-methyl-N-(1-phenylethylidene)-, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfinamide, 4-methyl-N-(1-phenylethylidene)-, (S)-(65440-68-8)
• EPA Substance Registry System: Benzenesulfinamide, 4-methyl-N-(1-phenylethylidene)-, (S)-(65440-68-8)

Safety Data

• Hazardous Substances Data: 65440-68-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H15NOS/c1-12-8-10-15(11-9-12)18(17)16-13(2)14-6-4-3-5-7-14/h3-11H,1-2H3/b16-13+/t18-/m0/s1

Upstream product

• 917-54-4 methyllithium 
• 1517-82-4 (1R,2S,5R,SS)-(-)-menthyl p-toluenesulfinate 
• 100-47-0 benzonitrile 
• 177265-17-7 C₁₅H₁₅NS 
• 98-86-2 acetophenone 
• 188447-91-8 (S)-p-toluenesulfinimide 

Downstream Products

• 131154-15-9 4-Methyl-benzenesulfinic acid ((R)-1-methyl-1-phenyl-but-3-enyl)-amide 
• 737777-11-6 (S)-N-[(1S,R_s)-1-methyl-1-phenyl-2-(p-tolylsulfinyl)ethyl]-p-toluenesulfinamide 
• 737777-08-1 (S)-N-[(1S,S_s)-1-methyl-1-phenyl-2-(p-tolylsulfinyl)ethyl]-p-toluenesulfinamide 
• 913625-47-5 (R)-diethyl 2-amino-1,1-difluoro-2-phenylpropylphosphonate 
• 866993-65-9 [2R,3S,(S)S]-N-{2-phenyl-3-triisopropylsilyloxy-3-[(S)-2-(p-toluenesulfinyl)phenyl]propyl}-p-toluenesulfinamide 
• 737777-15-0 (S)-N-[(1S,2R,S_s)-1-methyl-1-phenyl-2-(p-tolylsulfinyl)propyl]-p-toluenesulfinamide 
• 250378-57-5 cis-(S_S,2S,3S)-(-)-N-p-toluenesulfinyl-2-carbomethoxy-3-methyl-3-phenylaziridine 
• 37754-48-6 (R,S_S)-N-α-methylbenzyl-p-tolylsulfinamide 

Relevant articles and documents

Activation of the Si-B Linkage: Copper-Catalyzed addition of nucleophilic silicon to imines

Activation of the Si-B bond through copper-catalyzed transmetalation quickly developed into a practical method to generate Cu-Si reagents These silicon nucleophiles cleanly add to aldehyde-derived imine electrophiles to form R-silylated amines in protic media, and no carbon-tonitrogen Brook-type rearrangement of the intermediate anion is observed. Aside from electron-withdrawing groups at the imine nitrogen atom, for example, SO2Tol and P(O)Ph2, previously delicate nitrogen substituents such as phenyl or benzhydryl are tolerated. The same protocol also allows the unprecedented addition to representative ketone-derived imines.

Improved synthesis of enantiopure sulfinimines (thiooxime S-oxides) from p-toluenesulfinamide and aldehydes and ketones

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Stereoselective Addition Reactions of Chiral N-Benzylidene-p-toluenesulfinamides. Asymmetric Syntheses of β- and γ-Amino Acids

Chiral N-benzylidene-p-toluenesulfinamides 2 were prepared by the reaction of benzonitril with alkyllithium in ether followed by (-)-l-menthyl (S)-p-tolylsulfinate.Treatment of 2 with allylmagnesium bromide in ether at 0 deg C gave the adducts (R)-7 with excellent stereoselectivity.Pure chiral sulfinamides 7 were converted into β- and γ-amino acids in four and five steps, respectively.