1516-28-5

Basic information

• Product Name: 1-methyl-4-(prop-2-en-1-ylsulfanyl)benzene
• Synonyms: 1-(Allylsulfanyl)-4-methylbenzene; Allyl(4-methylphenyl) sulfide
• CAS NO: 1516-28-5
• Molecular Formula: C₁₀H₁₂S
• Molecular Weight: 164.2673
• Mol File: 1516-28-5.mol
• Article Data: 35

Chemical Properties

• Boiling Point: 226.3°C at 760 mmHg
• Flash Point: 89.4°C
• Density: 0.99g/cm³
• Vapor Pressure: 0.123mmHg at 25°C
• Refractive Index: 1.557
• CAS DataBase Reference: 1-methyl-4-(prop-2-en-1-ylsulfanyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-methyl-4-(prop-2-en-1-ylsulfanyl)benzene(1516-28-5)
• EPA Substance Registry System: 1-methyl-4-(prop-2-en-1-ylsulfanyl)benzene(1516-28-5)

Safety Data

• Hazardous Substances Data: 1516-28-5(Hazardous Substances Data)

Usage

General Description

1-methyl-4-(prop-2-en-1-ylsulfanyl)benzene is an organic compound with the molecular formula C10H12S. It is also known as 1-methyl-4-(2-propenylthio)benzene and is commonly used as a fragrance ingredient in perfumes and other scented products. This chemical is a colorless to pale yellow liquid with a strong, sweet odor and is insoluble in water but soluble in organic solvents. It is primarily derived from natural sources such as certain plant oils and is used in the production of various aromatic compounds. In addition to its use in the fragrance industry, 1-methyl-4-(prop-2-en-1-ylsulfanyl)benzene also has applications in the synthesis of pharmaceuticals and other organic compounds. Overall, it is a versatile and important chemical compound with various industrial uses.

Upstream product

• 762-72-1 allyl-trimethyl-silane 
• 103-19-5 di(p-tolyl) disulfide 
• 346713-20-0 allylsamarium bromide 
• 98-59-9 p-toluenesulfonyl chloride 
• 107-18-6 allyl alcohol 
• 106-45-6 para-thiocresol 
• 70122-89-3 tert-butyl allyl carbonate 
• 38325-59-6 4-methylphenylthiotrimethylsilane 
• 106-95-6 allyl bromide 
• 107-05-1 3-chloroprop-1-ene 
• 54739-05-8 allyloxy-tris(dimethylamino)phosphonium hexafluorophosphate 
• 10486-08-5 sodium p-thiocresolate 

Downstream Products

• 3112-87-6 1-methyl-4-(prop-2-ene-1-sulfonyl)benzene 
• 39815-00-4 4-methylphenyl prop-1-enyl sulfide 
• 39815-00-4 trans-propenyl-p-tolyl sulfide 
• 187737-37-7 propene 
• 92922-08-2 {Rh(SC₆H₄CH₃)(P(C₆H₅)3)2}2 
• 19093-37-9 allyl phenyl sulfoxide 
• 62158-92-3 (2,2,2-trifluoroethyl) (4-methylphenyl) sulfide 
• 103867-64-7 2-Phenyl-4-(toluene-4-sulfinyl)-hex-5-en-3-ol 
• 54844-24-5 2-Methyl-2-propenyl 4-methylphenyl sulfide 

Relevant articles and documents

The synthesis of allyl sulfides by organosamarium reagent

Organosamarium reagent reacts with disulfides to afford allyl sulfides in THF.

FORMATION OF A NEW CARBON-CARBON BOND BY THE RECTION OF β-HALOALKYL ARYL THIOETHERS WITH ALLYLSILANES

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Ytterbium metal promoted allylation of disulfides with allyl bromide

In the presence of a catalytic amount of methyliodide, ytterbium metal can promote the reductive cleavage of the S-S bond in disufides 1 to give ytterbium thiolates 2 which then react with allyl bromide to form the corresponding allylic sulfides 3 in good yields under mild and neutral conditions.

Yb(iii)-catalysedsyn-thioallylation of ynamides

Reported herein is asyn-thioallylation of ynamides incorporating a sulfide moiety at the α-position and an allyl group at the β-position of the ynamide. The transformation is successful under ytterbium(iii)-catalysis, providing access to highly substituted thioamino-skipped-dienes with broad substrate scope. Thus, tetrasubstituted olefins (with four different functional groups: amide, phenyl, thioaryl/alkyl, and allyl on the carbon centers) are made in a single step from readily accessible ynamides, preserving complete atom economy. The reaction can be extended to the synthesis of selenoamino dienes by ynamidesyn-selenoallylation. DFT studies and control experiments provide insight into the reaction mechanism.

Pd/BIPHEPHOS is an Efficient Catalyst for the Pd-Catalyzed S-Allylation of Thiols with High n-Selectivity

The Pd-catalyzed S-allylation of thiols with stable allylcarbonate and allylacetate reagents offers several advantages over established reactions for the formation of thioethers. We could demonstrate that Pd/BIPHEPHOS is a catalyst system which allows the transition metal-catalyzed S-allylation of thiols with excellent n-regioselectivity. Mechanistic studies showed that this reaction is reversible under the applied reaction conditions. The excellent functional group tolerance of this transformation was demonstrated with a broad variety of thiol nucleophiles (18 examples) and allyl substrates (9 examples), and could even be applied for the late-stage diversification of cephalosporins, which might find application in the synthesis of new antibiotics. (Figure presented.).