59203-01-9

Basic information

• Product Name: METHYL P-TOLYL SULFONE
• Synonyms: p-(Melhylsulfonyl)toluene;4-METHANESULFONYLTOLUENE;4-(METHYLSULFONYL)TOLUENE;4-METHYLSULPHONYLTOLUENE;1-METHANESULFONYL-4-METHYL-BENZENE;METHYL P-TOLYL SULPHONE;P-METHYL SULFONYL TOLUENE
• CAS NO: 59203-01-9
• Molecular Formula: C₈H₁₀O₂S
• Molecular Weight: 170.23
• EINECS: 221-682-8
• Mol File: 59203-01-9.mol
• Article Data: 6

Chemical Properties

• Melting Point: 85-89 °C(lit.)
• Boiling Point: 273.5±33.0 °C(Predicted)
• Appearance: /
• Density: 1.22±0.1 g/cm3(Predicted)
• CAS DataBase Reference: METHYL P-TOLYL SULFONE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL P-TOLYL SULFONE(59203-01-9)
• EPA Substance Registry System: METHYL P-TOLYL SULFONE(59203-01-9)

Safety Data

• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-36
• WGK Germany: 1
• Hazardous Substances Data: 59203-01-9(Hazardous Substances Data)

Usage

General Description

Methyl p-tolyl sulfone is a chemical compound with the molecular formula C8H10O2S. It is a crystalline solid that is insoluble in water and is commonly used as a solvent, reagent, and intermediate in organic synthesis. Methyl p-tolyl sulfone has various industrial applications, including its use in the production of pharmaceuticals, agrochemicals, and flavor and fragrance compounds. It is also known for its strong oxidizing properties and is used in oxidation reactions in organic chemistry. Additionally, it is considered to be relatively stable and non-reactive under normal conditions, making it a versatile and valuable chemical in the manufacturing and processing of various products.

Upstream product

• 1517-82-4 (-)-menthyl p-toluenesulfinate 
• 672-78-6 methyl p-toluene sulfinate 
• 67-56-1 methanol 
• 6873-59-2 N-(4-methylphenylsulfinyl)-N,N-diethylamine 
• 85565-07-7 N,N-diisopropyl-4-methylbenzenesulfinamide 
• 1307296-48-5 (R,S)-N-Benzyl-N-(1-phenylethyl)-p-toluenesulfinamide 
• 142635-30-1 (4S)-4-benzyl-3-<(S)-p-tolylsulfinyl>-2-isoxazolidinone 
• 21179-27-1 (S)-(+)-N,N,4-trimethylbenzenesulfinamide 

Downstream Products

• 116471-84-2 4-Methyl-benzenesulfinic acid (S)-allyl-methyl-amide 
• 104792-09-8 ((R)-Toluene-4-sulfinyl)-cycloheptane 
• 145627-37-8 (4aR,8aR,S_S)-4a,5,6,7,8,8a-hexahydro-1,1,3,6,6-pentamethyl-4-(p-toluenesulfinyl)-1H-2-benzopyran 
• 145627-31-2 (4aS,8aS,S_S)-4a,5,6,7,8,8a-hexahydro-1,1,3,6,6-pentamethyl-4-(p-toluenesulfinyl)-1H-2-benzopyran 
• 6873-86-5 (+)-(S)-isopropyl-p-toluenesulphinamide 
• 40723-30-6 (+)-(S)-allyl-p-toluenesulphinamide 
• 6873-54-7 N-phenyltoluene-p-sulphinamide 
• 116471-85-3 N,N-diallyltoluene-p-sulphinamide 
• 116471-85-3 (R)-N,N-diallyl-p-toluenesulfinamide 
• 103808-56-6 (+)-octadecyl p-tolyl sulphoxide 
• 104792-08-7 1-((R)-Cyclopentanesulfinyl)-4-methyl-benzene 
• 161275-67-8 (S)-(2-pyridyl)methyl 4-methylphenyl sulfoxide 
• 116471-84-2 4-Methyl-benzenesulfinic acid (R)-allyl-methyl-amide 
• 111289-39-5 [Isopropyl-((S)-toluene-4-sulfinyl)-amino]-acetic acid tert-butyl ester 

Relevant articles and documents

Chiral sulfinates studied by optical rotation, ECD and VCD: The absolute configuration of a cruciferous phytoalexin brassicanal C

The optical rotation, electronic circular dichroism (ECD) and vibrational circular dichroism (VCD) of chiral sulfinates have been studied experimentally, and analysed by density functional theory calculation, aiming at establishing a reliable and convenie

Practical and highly stereoselective method for the preparation of several chiral arylsulfinamides and arylsulfinates based on the spontaneous crystallization of diastereomerically pure N-benzyl-N-(1-phenylethyl)- arylsulfinamides

A novel and simple process for the preparation of enantiomerically pure (SS)-benzenesulfinamide (SS)-3a, (SS)-p- toluenesulfinamide (SS)-3b, (SS)-p-chloro- benzenesulfinamide (SS)-3c and (SS)-p- fluorobenzenesulfinamide (SS)-3d has been developed. The treatment of arylsulfinyl chlorides with (R)-N-benzyl-1-phenylethanamine in the presence of excess triethylamine gave diastereomeric mixtures of N-benzyl-N-(1-phenylethyl)- arylsulfinamides 1, which underwent spontaneous crystallization to furnish diastereomerically pure (R,SS)-N-benzyl-N-(1-phenylethyl)- arylsulfinamides (R,SS)-1a-1d in 28%, 29%, 27% and 31% yields, respectively. The diastereomerically pure compounds (R,SS)-1 were then converted into four enantiopure (RS)-methyl arylsulfinates (RS)-2, and finally into four enantiopure (SS)- arylsulfinamides (SS)-3 in good yields.

Asymmetric synthesis of chiral organosulfur compounds using N-sulfinyloxazolidinones

This paper describes a new class of chiral sulfinyl transfer reagents, 4 and 5 (R = aryl, alkyl), which are readily prepared from the oxazolidinones derived from (4R,5S)-norephedrine (HXN) and (4S)-phenylalanine (HXp), respectively. These N-suIfinyloxazolidinone reagents can be synthesized either by sulfinylation-of the metalated oxazolidinones or by oxidation of the derived N-sulfenimides to afford the diastereomeric N-sulfinyloxazolidinones which may be readily purified by chromatography. These sulfinylating agents react with a wide range of nucleophiles such as Grignard reagents, enolates, lithium alkoxides, or metalated amides, with inversion of configuration at the sulfur center to afford the derived chiral sulfoxides, sulfinate esters, and sulfinamides in high yields and enantioselectivities. Competition experiments have established that this family of chiral sulfinylating agents is at least 100 times as reactive as the corresponding menthyl sulfinate esters toward Grignard reagents.