59209-68-6

Usage

Uses

Used in Flavor and Fragrance Industry:
3-[4-(METHYLTHIO)PHENYL]-1-PROPENE is used as a key ingredient in the creation of perfumes, soaps, and personal care products. Its strong aromatic properties contribute to the distinctive scents and fragrances that are sought after in these consumer goods.
Used in Pharmaceutical Research:
3-[4-(METHYLTHIO)PHENYL]-1-PROPENE has been studied for its potential as an anti-cancer agent. It has shown the ability to inhibit the growth of certain cancer cells, indicating its possible use in medicinal applications. However, further research is necessary to fully explore and understand its potential in the field of oncology and to develop it into a viable treatment option.

InChI:InChI=1/C10H12S/c1-3-4-9-5-7-10(11-2)8-6-9/h3,5-8H,1,4H2,2H3

Upstream product

• 123-09-1 4-chlorophenyl methyl sulfide 
• 1730-25-2 allylmagnesium bromide 
• 762-72-1 allyl-trimethyl-silane 
• 106-46-7 para-dichlorobenzene 
• 98546-51-1 (4-thiomethoxyphenyl)boronic acid 
• 106-95-6 allyl bromide 

Downstream Products

• 1444826-98-5 (E)-4,4,5,5-tetramethyl-2-(3-(4-(methylthio)phenyl)prop-1-enyl)-[1,3,2]-dioxaborolane 
• 1444826-99-6 (Z)-4,4,5,5-tetramethyl-2-(3-(4-(methylthio)phenyl)prop-1-enyl)-[1,3,2]-dioxaborolane 

Relevant academic research and scientific papers

Manganese catalyzed dehydrogenative silylation of alkenes: Direct access to allylsilanes

Dehydrogenative silylation of alkenes with silanes to produce allylsilanes is achieved through manganese catalysis with a wide scope of substrate tolerance. This transformation involves silane radicals initiated by manganese complex without additional oxidant additives. It offers a general, convenient and practical protocol with excellent functional group compatibility and gram-scale capacity for the modular synthesis of allylsilanes.

Photochemical arylation reactions by 4-chlorothioanisole

The photochemistry of 4-chlorothioanisole (1) was investigated in various solvents, and it was found to involve the reduction to thioanisole as the main process. This occurs by heterolytic fragmentation of the triplet state of 1 and formation of the triplet 4-thiomethoxyphenylium ion, as supported by DFT calculations. The cation is trapped by alkenes and, less efficiently, by benzene, resulting in new examples of the recently emerging arylation reactions by SN1 substitution of phenyl halides. The products from alkenes involve the phenonium ion as a further intermediate. The product distribution differs from the analogous reactions via 4-methoxyphenylium for including a larger proportion of 4-(β-substituted alkyl)- rather than 4-allylthioanisoles derivatives in alcohols, for the lower fraction of rearranged α-substituted 4-alkyl-thioanisoles and for the formation of some 4-cyclopropylthioanisole with allyltrimethylsilane. The difference is accounted for by the more developed dipolar character of the C-C cyclopropane bonds in the intermediate phenonium, as indicated by DFT calculations. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.

SELECTIVE MONO-ARYLATION AND -ALKYLATION OF CHLOROPHENYL ALKYL SULFIDES BY NICKEL CATALYSED CROSS-COUPLING WITH GRIGNARD REAGENTS

Chlorophenyl alkyl sulfides are mono-arylated and -alkylated selectively with Grignard reagents, in the presence of Ni(PPh3)2Cl2, to give aryl- and alkyl-phenyl alkyl sulfides.