188447-91-8

Basic information

• Product Name: (S)-4-Methylbezenesulfinamide
• Synonyms: (S)-4-Methylbezenesulfinamide (S)-(+)-p-Toluenesulfinamide;(S)-(+)-p-Toluenesulfinamide;(S)-4-Methylbezenesulfimide;(S)-4-Methylbezenesulfinamide,99%e.e.;(S)-4-METHYL-BENZENESULFINAMIDE;(S)-4-Methylbezenesulfinamide;(S)-4-TOLUENESULFINAMIDE;(S)-4-TOLUENESULPHINAMIDE
• CAS NO: 188447-91-8
• Molecular Formula: C₇H₉NOS
• Molecular Weight: 155.22
• Product Categories: Chiral Compound;Chiral Building Blocks;Organic Building Blocks;Sulfonamides/Sulfinamides
• Mol File: 188447-91-8.mol
• Article Data: 22

Chemical Properties

• Melting Point: 118-121 °C(lit.)
• Boiling Point: 0°C
• Flash Point: 0°C
• Appearance: white to light yellow crystal powder
• Density: 1.29 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.65
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: 9.52±0.40(Predicted)
• CAS DataBase Reference: (S)-4-Methylbezenesulfinamide(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-4-Methylbezenesulfinamide(188447-91-8)
• EPA Substance Registry System: (S)-4-Methylbezenesulfinamide(188447-91-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• Hazardous Substances Data: 188447-91-8(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powde

Uses

(S)-(+)-p-Toluenesulfinamide is used as a reagent to synthesize (-)-Pinidinol, a piperidine alkaloid usually extracted from pine and spruce trees(S)-(+)-p-Toluenesulfinamide is also used as a reagent in the synthesis of Nelfinavir, a selective inhibitor of human immunodeficiency virus (HIV) protease that is used to treat patients with HIV.

InChI:InChI=1/C7H9NOS/c1-6-2-4-7(5-3-6)10(8)9/h2-5H,8H2,1H3/t10-/m0/s1

Upstream product

• 1517-82-4 (-)-menthyl p-toluenesulfinate 
• 4039-32-1 lithium hexamethyldisilazane 
• 1517-82-4 (1R,2S,5R,SS)-(-)-menthyl p-toluenesulfinate 
• 1307296-48-5 (R,S)-N-Benzyl-N-(1-phenylethyl)-p-toluenesulfinamide 
• 90252-89-4 p-tolylzinc(II) chloride 
• 59203-01-9 (S)-(+)-1-methyl 4-methylbenzenesulfinate 
• 153277-56-6 C₁₃H₂₅NOSSi₂ 
• 10439-23-3 4-methylbenzenesulfinyl chloride 
• 243671-40-1 N-dihydrocinnamoyl-p-toluenesulfinamide 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 6873-55-8 p-tolylsulfinyl amide 
• 934631-21-7 rac-N-3-(3-pyridine)propionyl-p-toluene-sulfinamide 
• 934631-22-8 (S)-N-3-(3-pyridine)propionyl-p-toluene-sulfinamide 
• 847980-58-9 (S)-N-dihydrocinnamoyl-p-toluenesulfinamide 

Downstream Products

• 350479-90-2 (S,E)-N-benzylidene-4-methylbenzenesulfinamide 
• 65440-68-8 [S-(E)]-(+)-N-α-methylbenzylidene-p-toluenesulfinamide 
• 220732-31-0 (S)-(+)-N-(m-methoxybenzylidene)-p-toluenesulfinamide 
• 318471-70-4 (S)-(+)-N-(1,2,2-trimethylpropylidene)-p-toluenesulfinamide 
• 65461-41-8 [S-(E/Z)]-(+)-N-α-ethylbenzylidene-p-toluenesulfinamide 
• 318471-68-0 (S)-(+)-N-α-methyl-(4-nitrobenzylidene)-p-toluenesulfinamide 
• 318471-66-8 (S)-(+)-N-α-methyl-(4-methoxybenzylidene)-p-toluenesulfinamide 
• 398490-79-4 4-Methyl-benzenesulfinic acid [2-indan-2-yl-eth-(E)-ylidene]-amide 
• 463310-66-9 4-Methyl-benzenesulfinic acid 1-((S)-1-benzyl-aziridin-2-yl)-meth-(E)-ylideneamide 
• 429694-44-0 4-Methyl-benzenesulfinic acid 1-((R)-1-benzyl-aziridin-2-yl)-meth-(E)-ylideneamide 
• 188447-86-1 (S)-4-methyl-benzenesulfinic acid (2,2-dimethyl-propylidene)-amide 
• 507453-96-5 (S)-(+)-N-(5-chloropentylidene)-p-toluenesulfinamide 

Relevant articles and documents

Chiral-at-Ruthenium Catalysts with Mixed Normal and Abnormal N-Heterocyclic Carbene Ligands

We recently reported a new class of chiral ruthenium catalysts in which two achiral bidentate N-(2-pyridyl)-substituted N-heterocyclic carbene ligands in addition to two labile acetonitriles are coordinated to a central ruthenium and generate a stereogenic metal center which is responsible for the overall chirality (Zheng et al. J. Am. Chem. Soc. 2017, 139, 4322). Here we now report our discovery of related chiral-at-ruthenium catalysts in which normal and abnormal N-heterocyclic carbene (NHC) ligands are present at the same time. The synthesis of racemic complexes, their resolution into individual enantiomers by a chiral auxiliary approach, and a catalytic application are reported. The mixed normal/abnormal NHC complexes display significantly increased turnover numbers and turnover frequencies for a nitrene-mediated enantioselective C(sp3)-H amination.

Preparation method of chiral optical pure p-toluene sulfamide

The invention discloses a preparation method of chiral optical pure p-toluene sulfamide. The preparation method comprises the following steps: performing acylating chlorination by using sodium p-tolylsulfinate and an acylating chlorination reagent to obta

Method for synthesizing chiral optical pure para-toluene sulfenamide

The invention discloses a method for synthesizing chiral optical pure para-toluene sulfonamide. The method comprises the following steps: ensuring that para-toluene sulfinic acid sodium salt and an acylating chlorination reagent react with each other, so