3112-87-6

Basic information

• Product Name: (4-Methylphenyl)allyl sulfone
• Synonyms: (4-Methylphenyl)allyl sulfone;4-(Allylsulfonyl)toluene;4-Methylphenylallyl sulfone;Allyl p-tolyl sulfone;Allyl(p-tolyl) sulfone;p-Tolylallyl sulfone;1-methyl-4-prop-2-enylsulfonylbenzene
• CAS NO: 3112-87-6
• Molecular Formula: C₁₀H₁₂O₂S
• Molecular Weight: 196.2661
• Mol File: 3112-87-6.mol
• Article Data: 48

Chemical Properties

• Boiling Point: 335.6°Cat760mmHg
• Flash Point: 186.6°C
• Appearance: /
• Density: 1.117g/cm³
• Vapor Pressure: 0.00023mmHg at 25°C
• Refractive Index: 1.525
• CAS DataBase Reference: (4-Methylphenyl)allyl sulfone(CAS DataBase Reference)
• NIST Chemistry Reference: (4-Methylphenyl)allyl sulfone(3112-87-6)
• EPA Substance Registry System: (4-Methylphenyl)allyl sulfone(3112-87-6)

Safety Data

• Hazardous Substances Data: 3112-87-6(Hazardous Substances Data)

Usage

General Description

(4-Methylphenyl)allyl sulfone is a chemical compound that belongs to the sulfone group. It is a colorless to pale yellow liquid with a faint odor, and it is insoluble in water but soluble in organic solvents. (4-Methylphenyl)allyl sulfone is mainly used as a monomer in the production of polymers and copolymers, including polythiophenes, to be used in a wide range of applications such as in the manufacturing of electronic devices, optical materials, and conductive polymers. Additionally, (4-Methylphenyl)allyl sulfone has been studied for its potential therapeutic applications, particularly in the treatment of inflammatory and autoimmune diseases. It is important to handle this chemical with care, as it may cause irritation to the skin, eyes, and respiratory system, and exposure to high concentrations may have harmful effects on human health.

InChI:InChI=1/C10H12O2S/c1-3-8-13(11,12)10-6-4-9(2)5-7-10/h3-7H,1,8H2,2H3

Upstream product

• 824-79-3 sodium 4-methylbenzenesulfinate 
• 107-05-1 3-chloroprop-1-ene 
• 16841-48-8 diallyl sulfone 
• 1950-69-2 toluene-p-sulfonyl bromide 
• 68819-94-3 p-tolyl benzeneselenosulfonate 
• 5296-64-0 allyl phenyl thioether 
• 98-59-9 p-toluenesulfonyl chloride 
• 14370-82-2 allyl phenyl selenide 
• 7257-26-3 sodium p-toluenesulfinate tetrahydrate 
• 762-72-1 allyl-trimethyl-silane 
• 31378-03-7 1-phenyl-2-tosylethanone 
• 24850-33-7 allyltributylstanane 
• 14195-15-4 α-(p-methylbenzenesulfonyl)propiophenone 
• 941-55-9 4-toluenesulfonyl azide 

Downstream Products

• 32228-15-2 (E)-p-tolyl-1-propenyl sulfone 
• 85870-05-9 1-(4-methylphenylsulfonyl)propan-2-ol 
• 798547-88-3 (2,3-dichloro-propyl)-p-tolyl sulfone 
• 67467-81-6 (2-bromo-propyl)-p-tolyl sulfone 
• 136932-93-9 [(2,3-dibromopropyl)sulfonyl]-4-methylbenzene 
• 105482-15-3 1-[3-(Toluene-4-sulfonyl)-propyl]-pyrrolidine 
• 92723-58-5 methyl 2-methyl-3-(p-tolylsulfonyl)propanoate 
• 133042-97-4 methyl 4-(p-tolylsulfonyl)butanoate 
• 138842-50-9 dimethyl 2-(p-tolylsulfonylmethyl)succinate 
• 72863-22-0 pent-1-en-3-yl p-tolyl sulphone 
• 54646-53-6 (E)-3-chloro-1-propenyl p-tolyl sulfone 
• 95924-42-8 acetoxy-1 p-toluenesulfonyl-3 propene-2 
• 84603-02-1 1-(p-tolylsulphonyl)-1-vinylcyclopropane 
• 656837-00-2 2-Methyl-4-(toluene-4-sulfonyl)-hex-5-en-3-ol 

Relevant articles and documents

SIMPLE AND CONVENIENT METHOD FOR THE SYNTHESIS OF SULFONES USING POLYETHYLENE GLYCOLS OR THEIR DIALKYL ETHERS AS SOLVENTS OR CATALYSTS.

Various alkyl p-tolyl sulfones were prepared in good yields under mild conditions in the presence of polyethyene glycols or their dialkyl ethers as solvents or catalysts.

A General Photocatalytic Route to Prenylation

Prenylation is an essential reaction on which nature relies to modify properties of molecules and build terpenoids, but remains a challenging chemical reaction. Aiming to capitalize on recent advances in photocatalysis to easily and cleanly generate a broad range of carbon based radicals, we have developed a prenyl transfer reagent that is captured by transiently generated radicals. The reagent can be made in bulk, is bench stable, and broadly applicable such that it can be used with existing photocatalytic methods with very few changes to reaction conditions. Ultimately, this provides a true drop-in solution for prenylation, expanding the scope of substrates that can be readily prenylated.

Water-Promoted Dehydrative Tsuji–Trost Reaction of Non-Derivatized Allylic Alcohols with Sulfinic Acids

A mild, green and extra activator-free synthesis of allylic sulfones from non-derivatized allylic alcohols and sulfinic acids was developed and only the easily-available Pd(PPh3)4 was used as the catalyst. This new method could be easily scaled up to gram scale, affording the target allylic sulfones in a nearly quantitative yield with water as the sole by-product. Mechanism studies both by various NMR techniques and by theoretical calculations suggested two reaction pathways may be involved in the reaction, which are dependent on the reaction media, that is, an eight-membered ring binding species may be formed in aqueous media between allylic alcohol, sulfinic acid and water, while a six-membered ring binding species may be formed in common aprotic organic solvent between allylic alcohol and sulfinic acid. Both binding species may be accounted for the efficient activation of allylic alcohols via hydrogen bonding.

One-Pot Allylation-Intramolecular Vinylogous Michael Addition-Isomerization Cascade of o-Hydroxycinnamates and Congeners: Synthesis of Substituted Benzofuran Derivatives

A unique intramolecular vinylogous Michael addition leading to the synthesis of heterocycles has been disclosed. Base-promoted one-pot sequential O-allylation of o-hydroxy-cinnamates or -cinnamonitrile or -chalcones with γ-bromocrotonates followed by an intramolecular conjugate addition of vinylogous Michael donors resulted in the formation of highly substituted benzofuran derivatives in good to excellent yields. The intramolecular event followed by two [1,3]-H shifts leading to aromatization appears to be the key to the success of this unprecedented transformation.