247089-85-6

Basic information

• Product Name: (R)-(-)-4-Methylbezenesulfinamide
• Synonyms: (r)-(-)-4-methylbezenesulfinamide;(R)-(-)-P-TOLUENESULFINAMIDE;(R)-P-TOLUENESULFINAMIDE;(R)-(-)-P-TOLUENESULFINAMIDE, 98+%;(R)-4-toluenesulfinaMide;(R)-4-Methylbenzenesulfinamide;(R)-(-)-p-Toluenesulfinamide 98%;Benzenesulfinamide, 4-methyl-, [S(R)]-
• CAS NO: 247089-85-6
• Molecular Formula: C₇H₉NOS
• Molecular Weight: 155.22
• Product Categories: Chiral Building Blocks;Organic Building Blocks;Sulfonamides/Sulfinamides
• Mol File: 247089-85-6.mol
• Article Data: 10

Chemical Properties

• Melting Point: 115-118 °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.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: soluble in Methanol
• PKA: 9.52±0.40(Predicted)
• CAS DataBase Reference: (R)-(-)-4-Methylbezenesulfinamide(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(-)-4-Methylbezenesulfinamide(247089-85-6)
• EPA Substance Registry System: (R)-(-)-4-Methylbezenesulfinamide(247089-85-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 247089-85-6(Hazardous Substances Data)

Usage

Description

(R)-(-)-4-Methylbezenesulfinamide, also known as (R)-(-)-p-Toluenesulfinamide, is a white to light yellow crystalline powder with distinct chemical properties. It is a chiral reagent widely utilized in the field of organic chemistry, particularly for asymmetric synthesis.

Uses

Used in Pharmaceutical Industry:
(R)-(-)-4-Methylbezenesulfinamide is used as a chiral auxiliary for the asymmetric synthesis of various pharmaceutical compounds. Its ability to induce chirality in the products makes it a valuable tool in the development of enantiomerically pure drugs, which is crucial for ensuring the desired therapeutic effects and minimizing potential side effects.
Used in Chemical Synthesis:
In the field of chemical synthesis, (R)-(-)-4-Methylbezenesulfinamide is used as a reagent for the asymmetric synthesis of specific compounds, such as (+)-preussin from N-sulfinyl δ-amino β-ketoesters. This application highlights its importance in creating enantiomerically enriched products, which are essential in various chemical and pharmaceutical processes.
Used in Research and Development:
(R)-(-)-4-Methylbezenesulfinamide is also employed in research and development for the exploration of new synthetic routes and the development of novel chiral compounds. Its unique properties make it a valuable asset in the quest for new discoveries and innovations in the chemical and pharmaceutical industries.

InChI:InChI=1/C7H9NOS/c1-6-2-4-7(5-3-6)10(8)9/h2-5H,8H2,1H3/t10-/m1/s1

Upstream product

• 243671-40-1 N-dihydrocinnamoyl-p-toluenesulfinamide 
• 59153-43-4 (-)-tert-butyl (S)-4-methylbenzenesulfinate 
• 847980-35-2 N-chloroacetyl-p-toluenesulfinamide 
• 847980-37-4 N-methoxyacetyl-p-toluenesulfinamide 
• 934631-21-7 rac-N-3-(3-pyridine)propionyl-p-toluene-sulfinamide 
• 6873-55-8 p-tolylsulfinyl amide 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 10439-23-3 4-methylbenzenesulfinyl chloride 
• 620627-47-6 (2S,4R)-5,5-dimethyl-4-phenyl-N-tosyl-1,2,3-oxathiazolidine 2-oxide 
• 620627-46-5 C₁₇H₂₁NO₃S 
• 111047-53-1 (R)-2-phenylglycine methyl ester hydrochloride salt 
• 98-59-9 p-toluenesulfonyl chloride 
• 620627-58-9 quinine (Rs)-p-tolylsulfinate 
• 90252-89-4 p-tolylzinc(II) chloride 

Downstream Products

• 334023-36-8 N-(p-tolylsulfinylimino)triphenylphosphorane 
• 299209-91-9 (R)-(+)-(3,4-dimethoxybenzylidene)-p-toluenesulfinamide 
• 310435-48-4 (R_S,2R)-(-)-N-[(tert-butyldimethylsilyl)oxy]-2-phenylacetylidene-p-toluenesulfinamide 
• 310435-70-2 (R_S,2S)-(-)-N-[(O-benzyloxyoxy)-isovalerylidene]-p-toluenesulfinamide 
• 332072-71-6 (R)-(-)-N-(4,4-dimethoxybutanylidene)-p-toluenesulfinimide 
• 405224-74-0 4-Methyl-benzenesulfinic acid 1-[2-((4S,5R)-5-methyl-2-oxo-oxazolidin-4-yl)-thiazol-4-yl]-meth-(E)-ylideneamide 
• 620165-34-6 (R)-(-)-N-(ethylidene)-p-toluenesulfinamide 
• 649552-54-5 (R)-(-)-N-(hexanylidene)-p-toluenesulfinamide 
• 720682-27-9 4-Methyl-benzenesulfinic acid (R)-[(2E,4E)-deca-2,4-dien-(E)-ylidene]amide 
• 857894-31-6 (R)-(-)-7-benzyloxyheptylidene-p-toluenesulfonimide 
• 847034-00-8 (R)-(-)-N-(propylidine)-p-toluenesulfinamide 
• 693790-17-9 4-Methyl-benzenesulfinic acid [(S)-3-{2-[(S)-3-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-propyl]-thiazol-4-yl}-but-(E)-ylidene]-amide 
• 894353-53-8 (R)-(-)-N-(3-furylmethylene)-p-toluenesulfinamide 
• 883458-47-7 (R)-(-)-N-pentylidene-p-toluenesulfinamide 

Relevant articles and documents

Preparation method of chiral optical pure p-toluenesulfinamide

The invention discloses a preparation method of a chiral optical pure p-toluenesulfinamide. The method includes: subjecting sodium p-tolylsulfinate and an acyl chlorination reagent to acyl chlorination to obtain p-toluene sulfinyl chloride, then reacting

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

Enantioselective synthesis of diverse sulfinamides and sulfinylferrocenes from phenylglycine-derived chiral sulfinyl transfer agent

A new chiral sulfinyl transfer auxiliary derived from readily available phenylglycine was developed. This auxiliary is utilized to synthesize a diverse array of alkyl- and arylsulfinamides and sulfinylferrocenes in high yields and excellent ee's. The desired products are produced in a one-pot sequence from the oxathiazolidine 2-oxide by two sequential nucleophilic additions that proceed in a stereospecific manner.